Immobilized Ir-(P-Phos) Complex for Enantioselective Hydrogenation of Quinolines

L. Xu; K. H. Lam; J. Ji; J. Wu; Q. Fan; W. Loa

doi:10.1055/s-2005-869910

Synfacts, Table of Contents

Synfacts 2005(0): 0037-0037
DOI: 10.1055/s-2005-869910

Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions

Immobilized Ir-(P-Phos) Complex for Enantioselective Hydrogenation of Quinolines

Contributor(s): Hisashi Yamamoto, Matthew Boxer

L. Xu, K. H. Lam, J. Ji, J. Wu, Q. Fan, W. Loa
Hong Kong Polytechnic University, Hong Kong, P. R. China
Air-Stable Ir(P-Phos) Complex for Highly Enantioselective Hydrogenation of Quinolines and their Immobilization in Poly(ethylene glycol) Dimethyl Ether (DMPEG)
Chem. Commun. 2005, 1390-1392

Abstract

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Key words

asymmetric hydrogenation - immobilized catalysts - reusable catalysts

Significance

An air-stable, recyclable Ir-(P-Phos) complex immobilized on poly(ethylene glycol) dimethyl ether (DMPEG) has been established for the hydrogenation of quinolines. The product can be separated by simple extraction with hexanes while the catalyst was retained in the DMPEG phase.

Comment

Reusability and air-stability are desirable features for a hydrogenation catalyst especially for practical applications. These authors have developed a nice immobilized catalyst for asymmetric hydrogenation giving important chiral tetrahydroquinoline-derived products. Enantioselective hydrogenation of quinoline derivatives is still one of the important issues for natural product synthesis. Importantly, the present method can be used for other enantioselective hydrogenations and the reaction conditions tolerate free alcoholic moieties on the substrate as well.

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