迈克尔反应
吡咯
化学
双环分子
多米诺骨牌
接受者
基质(水族馆)
极性效应
立体化学
有机化学
催化作用
物理
凝聚态物理
海洋学
地质学
作者
Hang Li,Ning Wang,Zhi-Hong Zhou,Lipeng Long,Xun� Li,Yiping Qian,Li-Jun Qiao
标识
DOI:10.1021/acs.joc.4c00161
摘要
By creating an unsymmetric double Michael acceptor 1, we were able to synthesize the nonaromatic-fused bicyclic furo[2,3-b]pyrrole nucleus using a domino Michael/oxa-Michael reaction. Adopting benzoyl acetonitrile 2d (CN as the electron-withdrawing group) as a substrate, we discovered a (DHQ)2AQN-catalyzed method for high diastereo- and enantioselectivity of those products. The reaction path has been determined by isolating the reaction intermediates, and density functional theory calculations support these findings. Beyond providing a synthetic approach, this work illustrated the compounds' possible use in antitumor activity.
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