Tetrahedron

Tishchenko reactions of aldehydes promoted by diisobutylaluminum hydride and its application to the macrocyclic lactone formation

YS Hon, YC Wong, CP Chang, CH Hsieh

文献索引：Hon, Yung-Son; Wong, Ying-Chieh; Chang, Chun-Ping; Hsieh, Cheng-Han Tetrahedron, 2007 , vol. 63, # 46 p. 11325 - 11340

全文：HTML全文

被引用次数: 29

摘要

Aliphatic aldehydes react with catalytic amount of Dibal-H in n-pentane to give the corresponding Tishchenko products in good to excellent yields. On contrary, α-silyloxy aldehydes give α-silyloxy ketones via Oppenauer oxidation under similar condition. Tishchenko reaction of ω-alkene aldehydes followed by RCM and hydrogenation affords a convenient method to prepare the 11–37 membered macrocyclic lactones.