An efficient CuCN-catalyzed synthesis of optically active 2,3-allenols from optically active 1-substituted 4-chloro-2-butyn-1-ols.
作者： Jing Li , Wangqing Kong , Chunling Fu , Shengming Ma
DOI: 10.1021/JO900710E
关键词:
摘要: The sequential treatment of optically active terminal propargylic alcohols with n-BuLi/(HCHO)(n) and regioselective chlorination afforded the corresponding 4-chloro-2-butyn-1-ols. With R(1) being a methyl or an ethyl group, alternative for synthesis is Novozym 435-catalyzed kinetic resolution these racemic subsequent reaction 4-chloro-2-butyn-1-ols Grignard reagents under catalysis 5 mol % CuCN secondary 2,3-allenols in good yields up to >99% ee.
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