通过催化双不对称脱羧烯丙基化反应构建手性邻位全碳季碳中心。
Enantioselective construction of vicinal all-carbon quaternary centers via catalytic double asymmetric decarboxylative allylation.
机构信息
Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Indore By-Pass Road, Bhopal, MP-462066, India.
出版信息
Chem Commun (Camb). 2014 Mar 7;50(19):2434-7. doi: 10.1039/c3cc49064e. Epub 2014 Jan 22.
We report a catalytic stereoconvergent construction of vicinal all-carbon quaternary centers via double stereoablative enantioselective alkylation of a mixture having racemic and meso diastereomers of esters to afford exceptional levels of diastereo- (up to 17 : 1) and enantioselectivity (up to >99% ee). The strategy offers an efficient and general approach to dimeric cyclotryptamine alkaloids sharing a labile C(3a)-C(3a') σ-bond in the hexahydropyrroloindoline core.
我们报告了一种通过具有外消旋和内消旋非对映异构体的酯的混合物的双立体消除对映选择性烷基化来催化构建毗邻全碳季碳中心的立体协同方法，从而获得极高的非对映选择性（高达 17：1）和对映选择性（高达>99%ee）。该策略提供了一种有效且通用的方法来合成共享六氢吡咯并吲哚核心中不稳定的 C(3a)-C(3a')σ-键的二聚环色胺生物碱。
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