{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,5]],"date-time":"2026-10-05T21:40:37Z","timestamp":1791236437178,"version":"4.1.0"},"reference-count":156,"publisher":"Wiley","issue":"3","license":[{"start":{"date-parts":[[2020,11,17]],"date-time":"2020-11-17T00:00:00Z","timestamp":1605571200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/100000057","name":"National Institute of General Medical Sciences","doi-asserted-by":"publisher","award":["R01GM101389"],"award-info":[{"award-number":["R01GM101389"]}],"id":[{"id":"10.13039\/100000057","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2021,1,18]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Despite extensive efforts by many practitioners in the field, methods for the direct \u03b1\u2010C\u2212H bond functionalization of unprotected alicyclic amines remain rare. A new advance in this area utilizes N\u2010lithiated alicyclic amines. These readily accessible intermediates are converted to transient imines through the action of a simple ketone oxidant, followed by alkylation with a \u03b2\u2010ketoacid under mild conditions to provide valuable \u03b2\u2010amino ketones with unprecedented ease. Regioselective \u03b1\u2032\u2010alkylation is achieved for substrates with existing \u03b1\u2010substituents. The method is further applicable to the convenient one\u2010pot synthesis of polycyclic dihydroquinolones through the incorporation of a S<jats:sub>N<\/jats:sub>Ar step.<\/jats:p>","DOI":"10.1002\/anie.202011641","type":"journal-article","created":{"date-parts":[[2020,9,25]],"date-time":"2020-09-25T13:59:23Z","timestamp":1601042363000},"page":"1625-1628","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":44,"title":["Diversification of Unprotected Alicyclic Amines by C\u2212H Bond Functionalization: Decarboxylative Alkylation of Transient Imines"],"prefix":"10.1002","volume":"60","author":[{"given":"Anirudra","family":"Paul","sequence":"first","affiliation":[{"name":"Center for Heterocyclic Compounds, Department of Chemistry University of Florida  Gainesville FL 32611 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jae Hyun","family":"Kim","sequence":"additional","affiliation":[{"name":"Center for Heterocyclic Compounds, Department of Chemistry University of Florida  Gainesville FL 32611 USA"},{"name":"Current address: College of Pharmacy Kangwon National University  Chuncheon 24341 Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Scott D.","family":"Daniel","sequence":"additional","affiliation":[{"name":"Center for Heterocyclic Compounds, Department of Chemistry University of Florida  Gainesville FL 32611 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6725-111X","authenticated-orcid":false,"given":"Daniel","family":"Seidel","sequence":"additional","affiliation":[{"name":"Center for Heterocyclic Compounds, Department of Chemistry University of Florida  Gainesville FL 32611 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2020,11,17]]},"reference":[{"key":"e_1_2_2_1_1","unstructured":"\u00a0"},{"key":"e_1_2_2_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/jm4017625"},{"key":"e_1_2_2_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/jm501100b"},{"key":"e_1_2_2_4_1","unstructured":"Selected recent reviews on amine C\u2212H bond functionalization:"},{"key":"e_1_2_2_5_2","doi-asserted-by":"publisher","DOI":"10.1039\/B607547A"},{"key":"e_1_2_2_6_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200902374"},{"key":"e_1_2_2_7_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr100280d"},{"key":"e_1_2_2_8_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201201539"},{"key":"e_1_2_2_9_2","first-page":"159","volume":"23","author":"Jones K. M.","year":"2012","journal-title":"Synlett"},{"key":"e_1_2_2_10_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201301522"},{"key":"e_1_2_2_11_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201304268"},{"key":"e_1_2_2_11_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201304268"},{"key":"e_1_2_2_12_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201306489"},{"key":"e_1_2_2_12_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201306489"},{"key":"e_1_2_2_13_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201301153"},{"key":"e_1_2_2_14_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo5001252"},{"key":"e_1_2_2_15_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4QO00022F"},{"key":"e_1_2_2_16_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2013.11.051"},{"key":"e_1_2_2_17_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar5003768"},{"key":"e_1_2_2_18_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.5b00068"},{"key":"e_1_2_2_19_2","doi-asserted-by":"publisher","DOI":"10.1002\/tcr.201600001"},{"key":"e_1_2_2_20_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.6b00657"},{"key":"e_1_2_2_21_2","first-page":"159","volume":"28","author":"Cheng M.-X.","year":"2017","journal-title":"Synlett"},{"key":"e_1_2_2_22_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201703743"},{"key":"e_1_2_2_22_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201703743"},{"key":"e_1_2_2_23_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2018.11.034"},{"key":"e_1_2_2_24_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201803960"},{"key":"e_1_2_2_25_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0037-1611822"},{"key":"e_1_2_2_26_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.9b00462"},{"key":"e_1_2_2_27_1","unstructured":"Selected recent examples of mechanistically diverse methods for amine C\u2212H bond functionalization:"},{"key":"e_1_2_2_28_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201800389"},{"key":"e_1_2_2_28_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201800389"},{"key":"e_1_2_2_29_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201803539"},{"key":"e_1_2_2_29_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201803539"},{"key":"e_1_2_2_30_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201805680"},{"key":"e_1_2_2_30_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201805680"},{"key":"e_1_2_2_31_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7SC04900E"},{"key":"e_1_2_2_32_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8SC00181B"},{"key":"e_1_2_2_33_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8SC03339K"},{"key":"e_1_2_2_34_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201804777"},{"key":"e_1_2_2_35_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b02761"},{"key":"e_1_2_2_36_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b06699"},{"key":"e_1_2_2_37_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b08145"},{"key":"e_1_2_2_38_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b08733"},{"key":"e_1_2_2_39_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b07539"},{"key":"e_1_2_2_40_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201812426"},{"key":"e_1_2_2_40_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201812426"},{"key":"e_1_2_2_41_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201812227"},{"key":"e_1_2_2_41_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201812227"},{"key":"e_1_2_2_42_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201900479"},{"key":"e_1_2_2_42_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201900479"},{"key":"e_1_2_2_43_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201902838"},{"key":"e_1_2_2_43_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201902838"},{"key":"e_1_2_2_44_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201909642"},{"key":"e_1_2_2_44_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201909642"},{"key":"e_1_2_2_45_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8SC04789H"},{"key":"e_1_2_2_46_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8SC05164J"},{"key":"e_1_2_2_47_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b05428"},{"key":"e_1_2_2_48_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41929-019-0336-1"},{"key":"e_1_2_2_49_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.8b03959"},{"key":"e_1_2_2_50_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.9b03004"},{"key":"e_1_2_2_51_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.9b03498"},{"key":"e_1_2_2_52_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0037-1610861"},{"key":"e_1_2_2_53_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0037-1611381"},{"key":"e_1_2_2_54_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.9b04491"},{"key":"e_1_2_2_55_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.9b04551"},{"key":"e_1_2_2_56_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.0c01318"},{"key":"e_1_2_2_57_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201905773"},{"key":"e_1_2_2_58_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b12320"},{"key":"e_1_2_2_59_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b13165"},{"key":"e_1_2_2_60_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41586-020-2137-8"},{"key":"e_1_2_2_61_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41557-020-0436-1"},{"key":"e_1_2_2_62_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.9b04456"},{"key":"e_1_2_2_63_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.aba6146"},{"key":"e_1_2_2_64_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0039-1691501"},{"key":"e_1_2_2_65_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202005294"},{"key":"e_1_2_2_65_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.202005294"},{"key":"e_1_2_2_66_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol400729v"},{"key":"e_1_2_2_67_1","unstructured":"The regioselective formation of the less substituted imine from an \u03b1-substituted 2\u00b0 alicyclic amine has for instance been achieved by the carefully controlled deprotonation ofN-Cl prolinol derivatives and related species. Examples:"},{"key":"e_1_2_2_68_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(00)79290-2"},{"key":"e_1_2_2_69_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(96)01172-6"},{"key":"e_1_2_2_70_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol016970o"},{"key":"e_1_2_2_71_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200351002"},{"key":"e_1_2_2_71_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200351002"},{"key":"e_1_2_2_72_1","unstructured":"Examples of regioselective \u03b1\u2032-C\u2212H bond functionalization of protected 2\u00b0 alicyclic amines with an existing \u03b1-substituent:"},{"key":"e_1_2_2_73_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja011540e"},{"key":"e_1_2_2_74_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja0290072"},{"key":"e_1_2_2_75_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja064481j"},{"key":"e_1_2_2_76_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b06740"},{"key":"e_1_2_2_77_1","unstructured":"For an early review see:"},{"key":"e_1_2_2_78_2","doi-asserted-by":"publisher","DOI":"10.1016\/0022-328X(94)80142-8"},{"key":"e_1_2_2_79_2","doi-asserted-by":"publisher","DOI":"10.1002\/cber.19620951008"},{"key":"e_1_2_2_80_2","doi-asserted-by":"publisher","DOI":"10.1002\/jlac.19717460117"},{"key":"e_1_2_2_81_2","doi-asserted-by":"publisher","DOI":"10.1002\/jlac.19717460118"},{"key":"e_1_2_2_82_2","doi-asserted-by":"publisher","DOI":"10.1002\/jlac.19717460119"},{"key":"e_1_2_2_83_1","unstructured":"\u00a0"},{"key":"e_1_2_2_84_2","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.2871"},{"key":"e_1_2_2_85_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b04325"},{"key":"e_1_2_2_86_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41557-020-0438-z"},{"key":"e_1_2_2_87_1","unstructured":"Selected recent reviews on the Mannich reaction:"},{"key":"e_1_2_2_88_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0033-1339479"},{"key":"e_1_2_2_89_2","doi-asserted-by":"publisher","DOI":"10.1002\/ajoc.201700679"},{"key":"e_1_2_2_90_2","doi-asserted-by":"publisher","DOI":"10.1002\/cctc.201900379"},{"key":"e_1_2_2_91_2","doi-asserted-by":"publisher","DOI":"10.1039\/C9OB02388G"},{"key":"e_1_2_2_92_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201901605"},{"key":"e_1_2_2_93_1","unstructured":"Selected reviews on decarboxylative coupling reactions:"},{"key":"e_1_2_2_94_2","doi-asserted-by":"publisher","DOI":"10.1039\/c1cs15093f"},{"key":"e_1_2_2_95_2","first-page":"2044","author":"Pan Y.","year":"2011","journal-title":"Synthesis"},{"key":"e_1_2_2_96_2","doi-asserted-by":"publisher","DOI":"10.1039\/C3OB42161A"},{"key":"e_1_2_2_97_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201505731"},{"key":"e_1_2_2_97_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201505731"},{"key":"e_1_2_2_98_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6OB02101H"},{"key":"e_1_2_2_99_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201604496"},{"key":"e_1_2_2_100_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.6b00516"},{"key":"e_1_2_2_101_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201801331"},{"key":"e_1_2_2_102_2","doi-asserted-by":"publisher","DOI":"10.1039\/D0OB00127A"},{"key":"e_1_2_2_103_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0039-1690843"},{"key":"e_1_2_2_104_1","unstructured":"Examples of decarboxylative Mannich reactions of acyclic and nonenolizable cyclic imines:"},{"key":"e_1_2_2_105_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja01623a090"},{"key":"e_1_2_2_106_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.200600536"},{"key":"e_1_2_2_107_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja9036675"},{"key":"e_1_2_2_108_2","doi-asserted-by":"publisher","DOI":"10.1039\/B915681J"},{"key":"e_1_2_2_109_2","doi-asserted-by":"publisher","DOI":"10.1021\/op2000207"},{"key":"e_1_2_2_110_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201100687"},{"key":"e_1_2_2_111_2","doi-asserted-by":"publisher","DOI":"10.3762\/bjoc.8.144"},{"key":"e_1_2_2_112_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol301180z"},{"key":"e_1_2_2_113_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2011.05.108"},{"key":"e_1_2_2_114_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201201644"},{"key":"e_1_2_2_115_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5RA02653A"},{"key":"e_1_2_2_116_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.9b01008"},{"key":"e_1_2_2_117_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.0c00436"},{"key":"e_1_2_2_118_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.0c01079"},{"key":"e_1_2_2_119_1","unstructured":"Examples of decarboxylative Mannich reactions of enolizable cyclic imines:"},{"key":"e_1_2_2_120_2","doi-asserted-by":"publisher","DOI":"10.1038\/164501a0"},{"key":"e_1_2_2_121_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.19530650605"},{"key":"e_1_2_2_122_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja01593a079"},{"key":"e_1_2_2_123_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-1976-24185"},{"key":"e_1_2_2_124_2","doi-asserted-by":"publisher","DOI":"10.1246\/cl.1982.231"},{"key":"e_1_2_2_125_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201900477"},{"key":"e_1_2_2_126_1","unstructured":"Examples of Mannich reactions of enolizable cyclic imines:"},{"key":"e_1_2_2_127_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol2017406"},{"key":"e_1_2_2_128_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.9b01840"},{"key":"e_1_2_2_129_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201809799"},{"key":"e_1_2_2_129_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201809799"},{"key":"e_1_2_2_130_1","unstructured":"Presumably the free \u03b2-keto acid is required in the alkylation step with the corresponding lithium salt being less effective."},{"key":"e_1_2_2_131_1","unstructured":"Selected methods for the synthesis of polycyclic dihydroquinolones involving C\u2212H bond functionalization:"},{"key":"e_1_2_2_132_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201205062"},{"key":"e_1_2_2_132_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201205062"},{"key":"e_1_2_2_133_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201200731"},{"key":"e_1_2_2_134_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo5017822"},{"key":"e_1_2_2_135_1","unstructured":"While full consumption of the amine starting materials was typically observed a quantitative assessment of the mass balance is not yet possible. Competing imine-trimer formation cannot be ruled out at present and intractable polar byproducts are often formed. In case of \u03b1-substituted amine starting materials small amounts of the regioisomeric imines were also observed. These species did not engage in the alkylation reaction and were readily separable from the target compounds."},{"key":"e_1_2_2_136_1","unstructured":"\u00a0"},{"key":"e_1_2_2_137_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo981912a"},{"key":"e_1_2_2_138_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo020501y"},{"key":"e_1_2_2_139_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo048848j"},{"key":"e_1_2_2_140_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b07024"}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202011641","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/anie.202011641","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202011641","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,9,1]],"date-time":"2023-09-01T08:29:31Z","timestamp":1693556971000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.202011641"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2020,11,17]]},"references-count":156,"journal-issue":{"issue":"3","published-print":{"date-parts":[[2021,1,18]]}},"alternative-id":["10.1002\/anie.202011641"],"URL":"https:\/\/doi.org\/10.1002\/anie.202011641","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2020,11,17]]},"assertion":[{"value":"2020-08-25","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2020-11-17","order":2,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}