The Journal of Organic Chemistry

Stereoselective Syntheses of β, γ-Unsaturated Esters and γ-Lactones: 1-(Benzotriazol-1-yl)-3-(diphenylphosphoryl)-1-ethoxy-1-propene, a Protected CCH2CO2Et …

AR Katritzky, D Feng, H Lang

文献索引：Katritzky, Alan R.; Feng, Daming; Lang, Hengyuan Journal of Organic Chemistry, 1997 , vol. 62, # 12 p. 4131 - 4136

全文：HTML全文

被引用次数: 13

摘要

1-(Benzotriazol-1-yl)-3-(diphenylphosphoryl)-1-ethoxy-1-propene (3), prepared from N-(α- ethoxyallyl) benzotriazole (1), underwent selective Horner reactions with aldehydes to give substituted dienes. Subsequent hydrolysis of these intermediates readily produced β, γ- unsaturated esters 2a-c in good yields. Similar reactions with ketones followed by hydrolysis of 10 produced, depending on the conditions, either the corresponding γ, γ-disubstituted β ...