P(RNCH2CH2)3N-catalyzed 1,2-addition reactions of activated allylic synthons

被引：36
|
作者：
Kisanga, PB [1 ]
Verkade, JG [1 ]
机构：
[1] Iowa State Univ, Dept Chem, Ames, IA 50010 USA
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 02期
关键词：
D O I：
10.1021/jo0106492
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Activated allylic compounds of the type RCH:CHCH(2)Z (Z = CN, CO2Me) react efficiently with aromatic aldehydes in the presence of 20-40 mol % of P(R'NCH2CH2)(3)N at -94 to -63 degreesC. Both R = H and R = Me lead exclusively to a-addition products. When R = H and Z = CN, an allylic transposition occurs to afford a Baylis-Hillman product as the only product.
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收藏
页码：426 / 430
页数：5
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