文献类型：期刊文献

英文题名：Bifunctional Cinchona Alkaloid Thiourea Catalyzed Highly Efficient, Enantioselective Aza-Henry Reaction of Cyclic Trifluoromethyl Ketimines: Synthesis of Anti-HIV Drug DPC 083

作者：Xie, Hexin[1];Zhang, Yinan[1];Zhang, Shilei[1,2];Chen, Xiaobei[1];Wang, Wei[1,2]

机构：[1]Univ New Mexico, Dept Chem & Chem Biol, Albuquerque, NM 87131 USA;[2]E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China

年份：2011

卷号：50

期号：49

起止页码：11773

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20114914574780);WOS:【SCI-EXPANDED(收录号:WOS:000298084900042)，CCR-EXPANDED(收录号:WOS:000298084900042)】；

基金：Financial support of this research provided by the National Science foundation (CHE-1057569), the China 111 Project (Grant B07023), and the East China University of Science & Technology is gratefully acknowledged.

语种：英文

外文关键词：alkaloids; asymmetric synthesis; aza-Henry reaction; drug synthesis; organocatalysis

摘要：Highly efficient: The title reaction provides biologically interesting chiral trifluoromethyl dihydroquinazolinone frameworks in high yields (up to 97%) and with high enantioselectivities (up to 98% ee), using as low as 1 mol% of catalyst (see scheme). Moreover, anti-HIV drug candidate DPC 083 was efficiently synthesized using the highly enantioselective aza-Henry reaction as a key step. Copyright ? 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.