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A Versatile New Catalyst for the Enantioselective Isomerization of Allylic Alcohols to Aldehydes:  Scope and Mechanistic Studies

Ken Tanaka and Gregory C. Fu*

*Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, Email: gcfucaltech.edu

K. Tanaka, G. C. Fu, J. Org. Chem., 2001, 66, 8154-8159.

DOI: 10.1021/jo010792v


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Abstract

A rhodium complex derived from a planar-chiral bidentate phosphaferrocene ligand serves as an effective catalyst for asymmetric isomerizations of allylic alcohols to aldehydes. The method offers improved yields, scope, and enantioselectivities. The catalyst is air-stable and can be recovered at the end of the reaction.

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Key Words

isomerisation of allylic alcohols


ID: J42-Y2001