Z-selective Horner-Wadsworth-Emmons reaction of α-substituted ethyl (diarylphosphono)acetates with aldehydes

被引：193

作者：

Ando, K ^{[1
]}

机构：

[1] Univ Ryukyus, Coll Educ, Nishihara, Okinawa 9030213, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 63卷 / 23期

关键词：

D O I：

10.1021/jo981337a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New Horner-Wadsworth-Emmons reagents, ethyl 2-(diarylphosphono)propionates (2), ethyl 2-(diarylphosphono)hexanoates (3), and ethyl 2-(diarylphosphono)-3-methylbutanoates (4) were prepared by alkylation of ethyl (diarylphosphono)acetates. The reaction of 2-4 with various types of aldehydes gave Z-alpha,beta-dialkyl-alpha,beta-unsaturated esters highly selectively. Remarkable temperature-dependent selectivity was observed in the reaction of (PhO)(2)P(O)CHBuCO2Et with octyl aldehyde.

引用

页码：8411 / 8416

页数：6

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