Synthesis ( IF 2.2 ) Pub Date : 2012-07-06 , DOI: 10.1055/s-0032-1316561
Jhillu Yadav , K. Lakshmi , N. Reddy , Attaluri Prasad , Ahmad Al Khazim Al Ghamdi
Abstract
A convergent approach to the total synthesis of (–)-invictolide, a component of the queen recognition pheromone of Solenopsis invicta, is described. Key steps involve the desymmetrization of a bicyclic olefin with Brown’s chiral hydroboration, C–C bond formation, 1,3-syn reduction, and oxidative lactonization of a 1,3,5-triol with TEMPO/PhI(OAc)2.
A convergent approach to the total synthesis of (–)-invictolide, a component of the queen recognition pheromone of Solenopsis invicta, is described. Key steps involve the desymmetrization of a bicyclic olefin with Brown’s chiral hydroboration, C–C bond formation, 1,3-syn reduction, and oxidative lactonization of a 1,3,5-triol with TEMPO/PhI(OAc)2.
中文翻译:
(–)-Invictolide的全合成
摘要
描述了一种收敛方法,可以合成(–)-invictolide,这是一种Solenopsis invicta的女王识别信息素的组成部分。关键步骤包括布朗手性硼氢化脱环双环烯烃,CC键形成,1,3-顺式还原,以及TEMPO / PhI(OAc)2对1,3,5-三醇的氧化内酯化。
描述了一种收敛方法,可以合成(–)-invictolide,这是一种Solenopsis invicta的女王识别信息素的组成部分。关键步骤包括布朗手性硼氢化脱环双环烯烃,CC键形成,1,3-顺式还原,以及TEMPO / PhI(OAc)2对1,3,5-三醇的氧化内酯化。