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Synthesis of Highly Functionalized Chiral 3,3′-Disubstituted Oxindoles via an Organocatalytic Enantioselective Michael Addition of Nitroalkanes to Indolylidenecyanoacetates

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posted on 06.01.2012, 00:00 by Lu Liu, Deyan Wu, Shu Zheng, Tengfei Li, Xiangmin Li, Sinan Wang, Jian Li, Hao Li, Wei Wang
An efficient bifunctional cinchona alkaloid derived thiourea-promoted enantioselective conjugate addition of nitroalkanes to indolylidenecyanoacetates has been developed under neat conditions. The process leads to synthetically interesting densely functionalized 3,3′-disubstituted oxindoles with creation of up to three stereogenic centers.

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