Regioselective addition of the prenal potassium dienolate onto α,β-unsaturated aldehydes.: A short access to polyenaldehydes.

被引：16
作者：
Cahard, D [1 ]
Poirier, JM
Duhamel, P
机构：
[1] Univ Rouen, UPRES A 6014, F-76821 Mt St Aignan, France
[2] Inst Rech Chim Organ Fine, F-76821 Mt St Aignan, France
来源：
TETRAHEDRON LETTERS | 1998年 / 39卷 / 39期
关键词：
D O I：
10.1016/S0040-4039(98)01544-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The potassium dienolate of prenal obtained by treatment of the corresponding dienoxysilane with tBuOK was reacted with enaldehydes. In all cases a gamma-specific reaction occurs. According to the reaction conditions gamma;1,2 or a gamma;1,4 coupled product was selectively obtained with enals. The gamma;1,2 reaction provided an efficient prenylation procedure. A short two-step synthesis of retinal is described. (C) 1998 Elsevier Science Ltd. All rights reserved.
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页码：7093 / 7096
页数：4
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