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. 2010 Jul 7;132(26):8909-11.
doi: 10.1021/ja103668q.

Pd-catalyzed asymmetric hydrogenation of unprotected indoles activated by Brønsted acids

Duo-Sheng Wang  1 , Qing-An Chen, Wei Li, Chang-Bin Yu, Yong-Gui Zhou, Xumu Zhang
Affiliations

Pd-catalyzed asymmetric hydrogenation of unprotected indoles activated by Brønsted acids

Duo-Sheng Wang et al. J Am Chem Soc. .

Abstract

The first highly enantioselective hydrogenation of simple indoles was developed with a Brønsted acid as an activator to form the iminium intermediate in situ, which was hydrogenated using Pd(OCOCF(3))(2)/(R)-H8-BINAP catalyst system with up to 96% ee. The present method provides an efficient route to enantioenriched 2-substituted and 2,3-disubstituted indolines.

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