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Letter

Highly Enantioselective 1,4-Addition of Diorganozinc Reagents to Cyclic Enones Using Chiral Diphosphite Ligands Derived from H₈-Binaphthol

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Liang Liang,^†^‡ Terry T.-L. Au-Yeung,^† and Albert S. C. Chan*^†

Open Laboratory of Chirotechnology of the Institute of Molecular Technology for Drug Discovery and Synthesis and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong, China, and Faculty of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou, China

Org. Lett., 2002, 4 (22), pp 3799–3801

DOI: 10.1021/ol026581+

Publication Date (Web): October 10, 2002

†

The Hong Kong Polytechnic University.

‡

Guangdong University of Technology.

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, bcachan@polyu.edu.hk

Abstract

High enantioselectivities have been achieved in the 1,4-addition of dialkylzincs to 2-cyclopentenone, 2-cyclohexenone, and 2-cycloheptenone with ee values up to 99% by using chiral aryl diphosphite ligands derived from H₈-binaphthol.

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History

Published In Issue October 31, 2002
Received July 22, 2002

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Letter

Highly Enantioselective 1,4-Addition of Diorganozinc Reagents to Cyclic Enones Using Chiral Diphosphite Ligands Derived from H₈-Binaphthol