Z-selective preparation of β-monosubstituted α,β-unsaturated amides using diphenylphosphonoacetamides

被引：10

作者：

Kojima, S ^{[1
]}

Hidaka, T ^{[1
]}

Ohba, Y ^{[1
]}

Ohkata, K ^{[1
]}

机构：

[1] Hiroshima Univ, Grad Sch Sci, Dept Chem, Higashihiroshima 7398526, Japan

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2002年 / 177卷 / 03期

关键词：

alpha; beta-unsaturated amides; Horner-Wadsworth-Emmons reaction; Z-selectivity;

D O I：

10.1080/10426500210268

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The Horner-Wadsworth-Emmons reaction of diphenylphosphonoacetamides [(PhO)(2)P(O)CH2CONRR'] (2a: R, R' = CH2Ph; 2b:R = CH2Ph, R' = H, 2c: R = Me, R' = OMe) was examined. The reaction of 2a was found to be Z-selective for benzaldehyde with selectivities up to 94:6. Reagent 2b led to reasonable selectivity for both benzaldehyde (85:15) and 3-phenylpropionaldehyde (87:13), while 2c was somewhat effective only for the latter aldehyde (83:17).

引用

页码：729 / 732

页数：4

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