Vicarious silylative mukaiyama aldol reaction: A vinylogous extension

被引:36
作者
Curti, Claudio [1 ]
Sartori, Andrea [1 ]
Battistini, Lucia [1 ]
Rassu, Gloria [2 ]
Buffeddu, Paola [2 ]
Zanardi, Franca [1 ]
Casiraghi, Giovanni [1 ]
机构
[1] Univ Parma, Dipartimento Farmaceut, I-43100 Parma, Italy
[2] CNR, Ist Chim Biomol, I-07040 Sassari, Italy
关键词
D O I
10.1021/jo800741c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A vinylogous, silylative, and direct variant of the venerable Mukaiyama aldol reaction has been developed. Exploiting N-Boc-pyrrol-2(5H)-one as the conjugate donor, several aldehyde and ketone acceptors were scrutinized under the guidance of suitable dual Lewis acid-Lewis base activators to provide a varied repertoire of functionality-rich alpha,beta-unsaturated-gamma-amino-delta-silyloxy carbonyl structures, in useful yields and often with an exquisite level of diastereoselection.
引用
收藏
页码:5446 / 5451
页数:6
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