Stereoselective Preparation of Highly Functionalized (Z)-3-Copper Enoates by an Iodine-Copper Exchange Reaction

Xiaoyin Yang; Paul Knochel

doi:10.1055/s-2006-942419

PAPER

Stereoselective Preparation of Highly Functionalized (Z)-3-Copper Enoates by an Iodine-Copper Exchange Reaction

Xiaoyin Yang, Paul Knochel*
Department Chemie und Biochemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, Haus F, 81377 München, Germany
Fax: +49(89)218077680; e-Mail: paul.knochel@cup.uni-muenchen.de;

Abstract

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Abstract

3-Iodoenoates are readily converted into the corresponding alkenylcopper species with complete retention of configuration of the double bond via an iodine-copper exchange reaction. Quenching reactions with various electrophiles provide highly functionalized enoates in good yields.

Key words

functionalized alkenylcopper - enoates - iodine-copper exchange - stereoselective reaction

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References

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