立体中心
化学
对映选择合成
迈克尔反应
立体选择性
合成子
背景(考古学)
异构化
烯烃纤维
区域选择性
有机化学
立体化学
有机催化
催化作用
生物
古生物学
作者
Gloria Rassu,Vincenzo Zambrano,Luigi Pinna,Claudio Curti,Lucia Battistini,Andrea Sartori,Giorgio Pelosi,Franca Zanardi,Giovanni Casiraghi
标识
DOI:10.1002/adsc.201300168
摘要
Abstract 3‐Alkylidene‐2‐oxindoles represent a simple, yet enabling subfamily of indole alkaloids, and their ability to react as electron‐poor acceptors has largely been investigated. In contrast, their utility as pronucleophilic synthons remains elusive. In this context, the present article describes the successful execution of the direct, organocatalytic asymmetric Michael addition of prochiral 3‐alkylideneoxindoles to nitroolefins. A variety of γ‐substituted alkylideneoxindoles carrying two stereocenters at both the γ‐ and δ‐carbon sites was assembled with excellent stereoselectivity and without olefin isomerization or stereochemical ablation.
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