The Journal of Organic Chemistry

Peterson olefination reaction using (trimethylgermyl) acetate. Stereoselective synthesis of (E)-2-alkenoic acid esters

S Inoue, Y Sato

文献索引：Inoue, Sumie; Sato, Yoshiro Journal of Organic Chemistry, 1991 , vol. 56, # 1 p. 347 - 352

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被引用次数: 13

摘要

Peterson-type reaction of (trimethylgermy1) acetates 1 with aldehydes and ketones 2 gave stereoselectively (E1-2-alkenoic acid esters (E)-4 after stirring at-78" 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" C. The paths for conversion of threo-3 and erythro-3 to (E)-4 are discussed.