Organocatalytic Asymmetric Sulfa-Michael/Michael Addition Reactions: A Strategy for the Synthesis of Highly Substituted Chromans with a Quaternary Stereocenter

被引:126
作者
Wang, Xu-Fan [1 ]
Hua, Qiu-Lin [1 ]
Cheng, Ying [1 ]
An, Xiao-Lei [1 ]
Yang, Qing-Qing [1 ]
Chen, Jia-Rong [1 ]
Xiao, Wen-Jing [1 ]
机构
[1] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China
基金
美国国家科学基金会;
关键词
heterocycles; hydrogen bonds; Michael addition; organocatalysis; synthetic methods; ENANTIOSELECTIVE TOTAL-SYNTHESIS; MICHAEL-MICHAEL CASCADE; CHIRAL BRONSTED ACIDS; VITAMIN-E; ALPHA; BETA-UNSATURATED IMIDES; BIOMIMETIC CYCLIZATION; CONJUGATE ADDITION; DOMINO REACTIONS; CONSTRUCTION; HETEROCYCLES;
D O I
10.1002/anie.201004534
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Simply complex: Diverse and structurally complex chroman derivatives with a quaternary stereocenter have been obtained through the titled reaction of thiols with nitroolefin enoates using the bifunctional catalyst 1. The reaction features simple experimental procedures, high yield, enantiomeric excess, and excellent diastereoselectivity. © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:8379 / 8383
页数:5
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