{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,3]],"date-time":"2026-08-03T23:02:28Z","timestamp":1785798148261,"version":"3.56.0"},"reference-count":105,"publisher":"Wiley","issue":"28","license":[{"start":{"date-parts":[[2013,5,29]],"date-time":"2013-05-29T00:00:00Z","timestamp":1369785600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2013,7,8]]},"DOI":"10.1002\/anie.201303119","type":"journal-article","created":{"date-parts":[[2013,5,29]],"date-time":"2013-05-29T13:39:43Z","timestamp":1369834783000},"page":"7310-7313","source":"Crossref","is-referenced-by-count":79,"title":["Direct Catalytic Asymmetric Vinylogous Mannich\u2010Type Reaction of \u03b3\u2010Butenolides with Ketimines"],"prefix":"10.1002","volume":"52","author":[{"given":"Liang","family":"Yin","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hisashi","family":"Takada","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Naoya","family":"Kumagai","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Masakatsu","family":"Shibasaki","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2013,5,29]]},"reference":[{"key":"e_1_2_2_1_2","unstructured":"Reviews:"},{"key":"e_1_2_2_2_2","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3757(19980216)110:4<402::AID-ANGE402>3.0.CO;2-6"},{"key":"e_1_2_2_2_3","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3773(19980302)37:4<388::AID-ANIE388>3.0.CO;2-V"},{"key":"e_1_2_2_3_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3757(20011217)113:24<4725::AID-ANGE4725>3.0.CO;2-L"},{"key":"e_1_2_2_3_3","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3773(20011217)40:24<4591::AID-ANIE4591>3.0.CO;2-V"},{"key":"e_1_2_2_4_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.0307113101"},{"key":"e_1_2_2_5_2","volume-title":"Quaternary Stereocenters","year":"2005"},{"key":"e_1_2_2_6_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-2006-926302"},{"key":"e_1_2_2_7_2","doi-asserted-by":"publisher","DOI":"10.1039\/B615042J"},{"key":"e_1_2_2_8_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200700318"},{"key":"e_1_2_2_9_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.1962206"},{"key":"e_1_2_2_10_2","unstructured":"Early examples of the direct use of \u03b3\u2010butenolides as pronucleophiles in racemic aldol reactions:"},{"key":"e_1_2_2_11_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(02)00058-8"},{"key":"e_1_2_2_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo062613l"},{"key":"e_1_2_2_13_2","unstructured":"For direct catalytic asymmetric Mannich reactions of \u03b3\u2010butenolides with aldimines see:"},{"key":"e_1_2_2_14_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol800756r"},{"key":"e_1_2_2_15_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol200939t"},{"key":"e_1_2_2_16_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo301115t"},{"key":"e_1_2_2_17_2","unstructured":"For direct catalytic asymmetric aldol reactions of \u03b3\u2010butenolides with aldehydes see:"},{"key":"e_1_2_2_18_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200906647"},{"key":"e_1_2_2_18_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200906647"},{"key":"e_1_2_2_19_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo100946d"},{"key":"e_1_2_2_20_2","doi-asserted-by":"publisher","DOI":"10.1039\/C0CC04191B"},{"key":"e_1_2_2_21_2","doi-asserted-by":"publisher","DOI":"10.1039\/c2ob06644k"},{"key":"e_1_2_2_22_2","unstructured":"For direct catalytic asymmetric Michael reactions of \u03b3\u2010butenolides with enones and nitroolefins:"},{"key":"e_1_2_2_23_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja809723u"},{"key":"e_1_2_2_24_2","doi-asserted-by":"publisher","DOI":"10.1002\/asia.201000014"},{"key":"e_1_2_2_25_2","doi-asserted-by":"publisher","DOI":"10.1039\/b923925a"},{"key":"e_1_2_2_26_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol200415u"},{"key":"e_1_2_2_27_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja1002636"},{"key":"e_1_2_2_28_2","unstructured":"Reviews:"},{"key":"e_1_2_2_29_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(97)00199-3"},{"key":"e_1_2_2_30_2","first-page":"803","volume":"11","author":"Casiraghi G.","year":"1998","journal-title":"Chemtracts"},{"key":"e_1_2_2_31_2","doi-asserted-by":"publisher","DOI":"10.1021\/np980406d"},{"key":"e_1_2_2_32_2","doi-asserted-by":"publisher","DOI":"10.2174\/1385272013375300"},{"key":"e_1_2_2_33_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar800023v"},{"key":"e_1_2_2_34_2","doi-asserted-by":"publisher","DOI":"10.1070\/RC2009v078n04ABEH003899"},{"key":"e_1_2_2_35_2","unstructured":"For general reviews on catalytic asymmetric Mannich\u2010type reactions:"},{"key":"e_1_2_2_36_2","first-page":"143","volume-title":"Comprehensive Asymmetric Catalysis, Supplement 1","author":"Kobayashi S.","year":"2003"},{"key":"e_1_2_2_37_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2006.11.076"},{"key":"e_1_2_2_38_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr100204f"},{"key":"e_1_2_2_39_2","unstructured":"Recent reviews on direct Mannich reactions:"},{"key":"e_1_2_2_40_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200502630"},{"key":"e_1_2_2_40_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200502630"},{"key":"e_1_2_2_41_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200700409"},{"key":"e_1_2_2_42_2","doi-asserted-by":"publisher","DOI":"10.1039\/B713885G"},{"key":"e_1_2_2_43_2","doi-asserted-by":"publisher","DOI":"10.1039\/b820303b"},{"key":"e_1_2_2_44_2","unstructured":"Reviews on vinylogous Mannich reactions:"},{"key":"e_1_2_2_45_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(01)00035-7"},{"key":"e_1_2_2_46_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar950230w"},{"key":"e_1_2_2_47_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr100304n"},{"key":"e_1_2_2_48_2","unstructured":"For an example of producing a tetrasubstituted stereogenic center in the direct catalytic asymmetric Mannich reaction of \u03b3\u2010substituted \u03b3\u2010butenolide and aldimines see Ref.\u2005[4b]."},{"key":"e_1_2_2_49_2","unstructured":"\u00a0"},{"key":"e_1_2_2_50_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja8062315"},{"key":"e_1_2_2_51_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201301917"},{"key":"e_1_2_2_51_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201301917"},{"key":"e_1_2_2_52_2","unstructured":"For direct catalytic asymmetric Mannich reactions of ketimines bearing an \u03b1\u2010carbonyl group see:"},{"key":"e_1_2_2_53_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200305302"},{"key":"e_1_2_2_54_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200460158"},{"key":"e_1_2_2_54_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200460158"},{"key":"e_1_2_2_55_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.200800039"},{"key":"e_1_2_2_56_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201200367"},{"key":"e_1_2_2_57_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol3007953"},{"key":"e_1_2_2_58_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201107375"},{"key":"e_1_2_2_58_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201107375"},{"key":"e_1_2_2_59_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetasy.2008.02.023"},{"key":"e_1_2_2_60_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol2001039"},{"key":"e_1_2_2_61_2","unstructured":"For direct catalytic asymmetric Mannich reactions of nonactivated ketimines (ketimines without adjacent electron\u2010withdrawing groups):"},{"key":"e_1_2_2_62_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201101034"},{"key":"e_1_2_2_62_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201101034"},{"key":"e_1_2_2_63_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja068226a"},{"key":"e_1_2_2_64_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja8069727"},{"key":"e_1_2_2_65_2","doi-asserted-by":"publisher","DOI":"10.1039\/b804477e"},{"key":"e_1_2_2_66_2","unstructured":"Synthesis ofN\u2010(thiophosphinoyl)imines:"},{"key":"e_1_2_2_67_2","doi-asserted-by":"publisher","DOI":"10.2174\/157017806778559446"},{"key":"e_1_2_2_68_2","doi-asserted-by":"publisher","DOI":"10.1002\/hc.20412"},{"key":"e_1_2_2_69_2","doi-asserted-by":"publisher","DOI":"10.2174\/157017807780037450"},{"key":"e_1_2_2_70_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.jorganchem.2007.05.001"},{"key":"e_1_2_2_71_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200700572"},{"key":"e_1_2_2_72_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetasy.2008.08.010"},{"key":"e_1_2_2_73_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2008.07.075"},{"key":"e_1_2_2_74_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetasy.2009.08.025"},{"key":"e_1_2_2_75_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol3035609"},{"key":"e_1_2_2_76_2","unstructured":"Recent reviews on cooperative catalysis: Lewis acid\/Br\u00f8nsted base:"},{"key":"e_1_2_2_77_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr010297z"},{"key":"e_1_2_2_78_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201100918"},{"key":"e_1_2_2_78_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201100918"},{"key":"e_1_2_2_79_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-2005-869831"},{"key":"e_1_2_2_80_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar700261a"},{"key":"e_1_2_2_81_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200460394"},{"key":"e_1_2_2_81_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200460394"},{"key":"e_1_2_2_82_2","volume-title":"Acid Catalysis in Modern Organic Synthesis","author":"Yamamoto H.","year":"2008"},{"key":"e_1_2_2_83_2","unstructured":"For representative examples in which this specific combination of soft Lewis acid\/hard Br\u00f8nsted base cooperative catalyst works efficiently see:"},{"key":"e_1_2_2_84_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja101687p"},{"key":"e_1_2_2_85_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja200250p"},{"key":"e_1_2_2_86_2","unstructured":"\u00a0"},{"key":"e_1_2_2_87_2","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3757(19991102)111:21<3397::AID-ANGE3397>3.0.CO;2-R"},{"key":"e_1_2_2_87_3","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3773(19991102)38:21<3212::AID-ANIE3212>3.0.CO;2-9"},{"key":"e_1_2_2_88_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3765(20020215)8:4<843::AID-CHEM843>3.0.CO;2-9"},{"key":"e_1_2_2_89_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200700470"},{"key":"e_1_2_2_90_2","unstructured":"The absolute and relative configuration of3\u2009awas determined by X\u2010ray crystallographic analysis. CCDC\u2005932229 (3\u2009a) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre viawww.ccdc.cam.ac.uk\/data_request\/cif. A summary of the crystallographic analysis of3\u2009ais provided in the Supporting Information."},{"key":"e_1_2_2_91_2","unstructured":"A stronger base such as 1 8\u2010diazabicyclo[5.4.0]undec\u20107\u2010ene (DBU) induced polymerization of1\u2009aand resulted in a complicated reaction mixture although the desired product3\u2009awas obtained with high yield."},{"key":"e_1_2_2_92_2","unstructured":"\u00a0"},{"key":"e_1_2_2_93_2","doi-asserted-by":"publisher","DOI":"10.1021\/ie50509a029"},{"key":"e_1_2_2_94_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(01)83856-9"}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fanie.201303119","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.201303119","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,10,16]],"date-time":"2023-10-16T06:43:29Z","timestamp":1697438609000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.201303119"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2013,5,29]]},"references-count":105,"journal-issue":{"issue":"28","published-print":{"date-parts":[[2013,7,8]]}},"alternative-id":["10.1002\/anie.201303119"],"URL":"https:\/\/doi.org\/10.1002\/anie.201303119","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2013,5,29]]}}}