A Highly Regio- and Stereoselective Cascade Annulation of Enals and Benzodi(enone)s Catalyzed by N-Heterocyclic Carbenes

被引:81
作者
Fang, Xinqiang [1 ]
Jiang, Kun [1 ]
Xing, Chong [1 ]
Hao, Lin [1 ]
Chi, Yonggui Robin [1 ]
机构
[1] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
基金
新加坡国家研究基金会;
关键词
cascade reactions; enal activation; N-heterocyclic carbenes; organocatalysis; synthetic methods; ALPHA; BETA-UNSATURATED ALDEHYDES; EFFICIENT SYNTHESIS; ALDER REACTIONS; HOMOENOLATE; UMPOLUNG; CONSTRUCTION; GENERATION; CONVERSION; CHALCONES; ESTERS;
D O I
10.1002/anie.201007144
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Three stereogenic centers in a row: The unconventional activation of enal compounds mediated by an N-heterocyclic carbene (NHC) has generated three consecutive reactive carbon centers that undergo highly regio- and stereoselective annulations with di(enone)s to generate benzotricyclic products containing multiple stereogenic centers (see scheme). © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:1910 / 1913
页数:4
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