Highly Enantioselective Iridium-catalyzed Hydrogenation of Heteroaromatic Compounds, Quinolines

Overview

Journal J Am Chem Soc

Publisher American Chemical Society

Specialty Chemistry

Date 2003 Aug 28

PMID 12940733

Citations 21

Authors

Wen-Bo Wang

Sheng-Mei Lu

Peng-Yu Yang

Xiu-Wen Han

Yong-Gui Zhou

Affiliations

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Abstract

The highly enantioselective hydrogenation of quinoline derivatives is developed using [Ir(COD)Cl]2/(R)-MeO-Biphep/I2 system, and this methodology has been applied to the asymmetric synthesis of three naturally occurring alkaloids angustureine, galipinine, and cuspareine. This method provided an efficient access to a variety of optically active tetrahydroquinolines with up to 96% ee.

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