PETERSON OLEFINATION REACTION USING (TRIMETHYLGERMYL)ACETATE - STEREOSELECTIVE SYNTHESIS OF (E)-2-ALKENOIC ACID-ESTERS

被引：12

作者：

INOUE, S ^{[1
]}

SATO, Y ^{[1
]}

机构：

[1] NAGOYA CITY UNIV,FAC PHARMACEUT SCI,MIZUHO KU,NAGOYA,AICHI 467,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 01期

关键词：

D O I：

10.1021/jo00001a064

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Peterson-type reaction of (trimethylgermyl)acetates 1 with aldehydes and ketones 2 gave stereoselectively (E)-2-alkenoic acid esters (E)-4 after stirring at -78-degrees-C and warming to room temperature. High yields of the reaction intermediates threo- and erythro-3-hydroxy-2-(trimethylgermyl)alkanoic acid esters 3 were obtained when the reaction was quenched at -78-degrees-C. The paths for conversion of threo-3 and erythro-3 to (E)-4 are discussed.

引用

页码：347 / 352

页数：6

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