{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,6,23]],"date-time":"2026-06-23T01:50:37Z","timestamp":1782179437559,"version":"3.54.5"},"reference-count":87,"publisher":"Wiley","issue":"71","license":[{"start":{"date-parts":[[2022,10,27]],"date-time":"2022-10-27T00:00:00Z","timestamp":1666828800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2022,12,20]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Highly enantioselective <jats:italic>\u03b1<\/jats:italic>\u2010arylation of simple ketones has been achieved by chiral primary amine catalyzed asymmetric retro\u2010Claisen cleavage of <jats:italic>\u03b2<\/jats:italic>\u2010diketones. This mild organocatalytic strategy enables the construction of <jats:italic>\u03b1<\/jats:italic>\u2010aryl tertiary carbon stereocenters in good yields and excellent enantioselectivities (up to 98\u2009% <jats:italic>ee<\/jats:italic>) with the <jats:italic>para<\/jats:italic>\u2010quinone monoimines as aryl sources. Furthermore, oxidative catalytic asymmetric <jats:italic>\u03b1<\/jats:italic>\u2010arylation has also been realized with free <jats:italic>p<\/jats:italic>\u2010aminophenols.<\/jats:p>","DOI":"10.1002\/chem.202202584","type":"journal-article","created":{"date-parts":[[2022,9,26]],"date-time":"2022-09-26T07:34:25Z","timestamp":1664177665000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":7,"title":["Chiral Primary Amine Catalyzed <i>\u03b1<\/i>\u2010Arylation of Simple Ketones via Asymmetric Retro\u2010Claisen Cleavage"],"prefix":"10.1002","volume":"28","author":[{"given":"Yanfang","family":"Han","sequence":"first","affiliation":[{"name":"Key Laboratory of Molecular Recognition and Function Institute of Chemistry, Chinese Academy of Sciences Beijing 100190 (P. R. China) and School of Chemical Science University of Chinese Academy of Sciences  Beijing 100049 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mingying","family":"Shi","sequence":"additional","affiliation":[{"name":"College of Chemistry Beijing Normal University  Beijing 100875 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xueling","family":"Mi","sequence":"additional","affiliation":[{"name":"College of Chemistry Beijing Normal University  Beijing 100875 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8714-4047","authenticated-orcid":false,"given":"Sanzhong","family":"Luo","sequence":"additional","affiliation":[{"name":"Center of Basic Molecular Science (CBMS) Department of Chemistry Tsinghua University  Beijing 100084 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2022,10,27]]},"reference":[{"key":"e_1_2_8_1_1","unstructured":"For selected reviews see:"},{"key":"e_1_2_8_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr9000836"},{"key":"e_1_2_8_3_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200903424"},{"key":"e_1_2_8_3_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200903424"},{"key":"e_1_2_8_4_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0028-1087673"},{"key":"e_1_2_8_5_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0031-1290111"},{"key":"e_1_2_8_6_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.9b04480"},{"key":"e_1_2_8_7_1","unstructured":"For selected examples see:"},{"key":"e_1_2_8_8_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200701207"},{"key":"e_1_2_8_8_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200701207"},{"key":"e_1_2_8_9_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja809405c"},{"key":"e_1_2_8_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja9026902"},{"key":"e_1_2_8_11_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200904754"},{"key":"e_1_2_8_11_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200904754"},{"key":"e_1_2_8_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja2008906"},{"key":"e_1_2_8_13_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8CC01735B"},{"key":"e_1_2_8_14_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.8b00228"},{"key":"e_1_2_8_15_1","unstructured":"\u00a0"},{"key":"e_1_2_8_16_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja8009428"},{"key":"e_1_2_8_17_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja5109084"},{"key":"e_1_2_8_18_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b02277"},{"key":"e_1_2_8_19_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8CC09523J"},{"key":"e_1_2_8_20_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja2066829"},{"key":"e_1_2_8_21_2","doi-asserted-by":"publisher","DOI":"10.1021\/om200945q"},{"key":"e_1_2_8_22_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201300481"},{"key":"e_1_2_8_22_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201300481"},{"key":"e_1_2_8_23_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4QO00027G"},{"key":"e_1_2_8_24_1","unstructured":"\u00a0"},{"key":"e_1_2_8_25_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja105148g"},{"key":"e_1_2_8_26_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201905174"},{"key":"e_1_2_8_26_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201902576"},{"key":"e_1_2_8_27_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja206047h"},{"key":"e_1_2_8_28_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja206050b"},{"key":"e_1_2_8_29_1","unstructured":"\u00a0"},{"key":"e_1_2_8_30_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja973794z"},{"key":"e_1_2_8_31_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja011122"},{"key":"e_1_2_8_32_2","doi-asserted-by":"publisher","DOI":"10.1039\/b601691j"},{"key":"e_1_2_8_33_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja074453g"},{"key":"e_1_2_8_34_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja2082087"},{"key":"e_1_2_8_35_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201412051"},{"key":"e_1_2_8_35_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201412051"},{"key":"e_1_2_8_36_1","unstructured":"For examples of methods for the asymmetric synthesis of\u03b1-aryl carbonyl compounds bearing tertiary stereocenters see:"},{"key":"e_1_2_8_37_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja8041542"},{"key":"e_1_2_8_38_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200501745"},{"key":"e_1_2_8_38_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200501745"},{"key":"e_1_2_8_39_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200501520"},{"key":"e_1_2_8_39_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200501520"},{"key":"e_1_2_8_40_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200600247"},{"key":"e_1_2_8_40_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200600247"},{"key":"e_1_2_8_41_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetasy.2009.03.018"},{"key":"e_1_2_8_42_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201910168"},{"key":"e_1_2_8_42_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201910168"},{"key":"e_1_2_8_43_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c00783"},{"key":"e_1_2_8_44_2","doi-asserted-by":"publisher","DOI":"10.1039\/D1GC00372K"},{"key":"e_1_2_8_45_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201300621"},{"key":"e_1_2_8_45_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201300621"},{"key":"e_1_2_8_46_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c13236"},{"key":"e_1_2_8_47_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b01214"},{"key":"e_1_2_8_48_1","unstructured":"\u00a0"},{"key":"e_1_2_8_49_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b10365"},{"key":"e_1_2_8_50_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201711845"},{"key":"e_1_2_8_50_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201711845"},{"key":"e_1_2_8_51_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201804318"},{"key":"e_1_2_8_51_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201804318"},{"key":"e_1_2_8_52_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0036-1591751"},{"key":"e_1_2_8_53_1","unstructured":"\u00a0"},{"key":"e_1_2_8_54_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200804888"},{"key":"e_1_2_8_54_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200804888"},{"key":"e_1_2_8_55_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja909689t"},{"key":"e_1_2_8_56_1","unstructured":"For selected recent examples see:"},{"key":"e_1_2_8_57_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201405689"},{"key":"e_1_2_8_57_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201405689"},{"key":"e_1_2_8_58_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201500901"},{"key":"e_1_2_8_59_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5CC09145D"},{"key":"e_1_2_8_60_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6CC01200K"},{"key":"e_1_2_8_61_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201701015"},{"key":"e_1_2_8_62_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0037-1611740"},{"key":"e_1_2_8_63_2","doi-asserted-by":"publisher","DOI":"10.1039\/D0CC05807F"},{"key":"e_1_2_8_64_2","doi-asserted-by":"publisher","DOI":"10.1039\/D1QO00128K"},{"key":"e_1_2_8_65_1","unstructured":"\u00a0"},{"key":"e_1_2_8_66_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b00627"},{"key":"e_1_2_8_67_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.9b02491"},{"key":"e_1_2_8_68_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.2c00435"},{"key":"e_1_2_8_69_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.5b00028"},{"key":"e_1_2_8_70_1","unstructured":"\u00a0"},{"key":"e_1_2_8_71_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201701149"},{"key":"e_1_2_8_72_2","doi-asserted-by":"publisher","DOI":"10.1039\/C9OB02151E"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.202202584","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/chem.202202584","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.202202584","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T08:38:22Z","timestamp":1760258302000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.202202584"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,10,27]]},"references-count":87,"journal-issue":{"issue":"71","published-print":{"date-parts":[[2022,12,20]]}},"alternative-id":["10.1002\/chem.202202584"],"URL":"https:\/\/doi.org\/10.1002\/chem.202202584","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,10,27]]},"assertion":[{"value":"2022-08-19","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2022-10-27","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202202584"}}