Chiral phosphoric acid catalyzed enantioselective decarboxylative alkylation of β-keto acids with 3-hydroxy-3-indolyloxindoles.

Org Lett

Department of Chemistry, Key Laboratory of Systems Bioengineering (the Ministry of Education), Tianjin University, and Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300072, P. R. of China.

Published: March 2015

A chiral phosphoric acid catalyzed enantioselective decarboxylative alkylation of β-keto acids with 3-hydroxy-3-indolyloxindoles is described in this context. This method tolerates a series of aromatic and aliphatic β-keto acids as well as substituted 3-hydroxy-3-indolyloxindoles, affording the corresponding chiral 3-functionalized 3-indolyloxindoles in high yields (up to 98%) and enantioselectivities (up to 99% ee).

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http://dx.doi.org/10.1021/acs.orglett.5b00159DOI Listing

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