立体中心
迈克尔反应
邻接
化学
三氟甲基
伊萨丁
有机催化
对映选择合成
四级碳
有机化学
立体化学
烷基
催化作用
作者
Ryo Tsuyusaki,Kosuke Nakashima,Yasuyuki Matsushima,Shin‐ichi Hirashima,Tsuyoshi Miura
标识
DOI:10.1002/asia.202300931
摘要
A thiourea organocatalyst efficiently promoted the asymmetric cascade Michael/Michael reactions between isatin-derived trifluoromethylacrylate and α-alkylidene succinimide, resulting in high yields of spirooxindole derivatives. These compounds exhibit vicinal all-carbon quaternary stereocenters and bear a trifluoromethyl group, with excellent enantioselectivities reaching up to 99 % ee. This work represents the first successful organocatalyst application for the direct construction of vicinal all-carbon quaternary stereocenters, featuring a trifluoromethyl group.
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