Combined coinage metal catalysis for the synthesis of bioactive molecules

Author:

Krause Norbert1,Aksin-Artok Özge1,Breker Viola1,Deutsch Carl1,Gockel Birgit1,Poonoth Manojkumar1,Sawama Yoshinari1,Sawama Yuka1,Sun Tao1,Winter Christian1

Affiliation:

1. 1Department of Organic Chemistry, Dortmund University of Technology, Otto-Hahn-Strasse 6, D-44227 Dortmund, Germany

Abstract

The use of the coinage metals copper, silver, and gold enables an efficient and stereo-selective assembly of bioactive heterocycles via allenic intermediates. The synthesis of functionalized allenes by SN2'-substitution or SN2'-reduction is mediated or catalyzed by copper, whereas silver and gold are the catalysts of choice for subsequent 5- or 6-endo-cyclizations. Overall, this sequence proceeds with efficient center-to-axis-to-center chirality transfer.

Publisher

Walter de Gruyter GmbH

Subject

General Chemical Engineering,General Chemistry

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