Highly Stereoselective Cobalt-Catalyzed Allylation of Functionalized Diarylzinc Reagents

Guillaume Dunet, Paul Knochel*

*Department Chemie und Biochemie, Ludwig-Maximilians-Universität München, Butenandtstraße 5-13, 81377 München, Germany, Email: Paul.Knochelcup.uni-muenchen.de

G. Dunet, P. Knochel, Synlett, 2007, 1383-1386.

DOI: 10.1055/s-2007-980344

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Abstract

Functionalized diarylzinc reagents react readily with allylic chlorides or phosphates in the presence of Co(acac)₂ as catalyst to give the S_N2 products in high yields and with retention of the double-bond configuration. Functionalities such as ester, ketone, or cyano are tolerated.

see article for more examples

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Efficient Synthesis of Functionalized Organozinc Compounds by the Direct Insertion of Zinc into Organic Iodides and Bromides

A. Krasovski, V. Malakhov, A. Gavryushin, P. Knochel, Angew. Chem. Int. Ed., 2006, 45, 6040-6044.

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Key Words

catalysis, allylation, cobalt catalysis, organozinc reagents

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ID: J60-Y2007-1770