Volume 128, Issue 14 pp. 4663-4666
Zuschrift

Enantioconvergent Fukuyama Cross-Coupling of Racemic Benzylic Organozinc Reagents

Rik Oost

Rik Oost

University of Vienna, Faculty of Chemistry, Institute of Organic Chemistry, Währinger Strasse 38, 1090 Vienna, Austria

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Dr. Antonio Misale

Dr. Antonio Misale

University of Vienna, Faculty of Chemistry, Institute of Organic Chemistry, Währinger Strasse 38, 1090 Vienna, Austria

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Prof. Dr. Nuno Maulide

Corresponding Author

Prof. Dr. Nuno Maulide

University of Vienna, Faculty of Chemistry, Institute of Organic Chemistry, Währinger Strasse 38, 1090 Vienna, Austria

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First published: 04 March 2016
Citations: 16

Abstract

The first enantioconvergent palladium-catalyzed Fukuyama cross-coupling of racemic benzylic organozinc reagents with thioesters has been developed. The reaction furnishes enantioenriched acyclic α-disubstituted ketone products in good yields and high enantioselectivities. A broad substrate scope is achieved under mild reaction conditions to prevent racemization of the potentially labile tertiary stereocenters.

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