Enantioselective Oxidative Gold Catalysis Enabled by a Designed Chiral P,N-bidentate Ligand

Overview

Journal Angew Chem Int Ed Engl

Specialty Chemistry

Date 2014 Nov 29

PMID 25431180

Citations 19

Authors

Kegong Ji

Zhitong Zheng

Zhixun Wang

Liming Zhang

Affiliations

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Abstract

A newly developed P,N-bidentate ligand enables enantioselective intramolecular cyclopropanation by a reactive α-oxo gold carbene intermediate generated in situ. The ligand design is based on our previously proposed structure (with a well-organized triscoordinated gold center) of the carbene intermediate in the presence of a P,N-bidentate ligand. A C2-symmetric piperidine ring was incorporated in the ligand as the nitrogen-containing moiety. A range of racemic transformations of α-oxo gold carbene intermediates have been developed recently, and this new class of chiral ligands could enable their modification for asymmetric synthesis, as demonstrated in this study.

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