A Highly Enantioselective Catalyst for the Asymmetric Nozaki-Hiyama-Kishi Reaction of Allylic and Vinylic Halides

Albrecht Berkessel*, Dirk Menche, Christoph A. Sklorz, Michael Schröder, Ian Paterson

*Institut für Organische Chemie, Universität zu Köln, Greinstrasse 4, 50939 Köln, Germany, Email: berkesseluni-koeln.de

A. Berkessel, D. Menche, C. A. Sklorz, M. Schroeder, I. Paterson, Angew. Chem. Int. Ed., 2003, 42, 1032-1035.

DOI: 10.1002/anie.200390265

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Abstract

DIANANE-based salen ligands promoted an efficient enantioselective Nozaki-Hiyama-Kishi reaction of various halides and aldehydes. With this novel ligand modification, the addition of various organochromium intermediates to aromatic and aliphatic proceeded under catalytic conditions with good levels of stereoinduction.

see article for more examples

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DIANANE-Cr(III)-salen Complexes as Highly Enantioselective Catalysts for Hetero-Diels-Alder Reactions of Aldehydes with Dienes

A. Berkessel, N. Vogl, Eur. J. Org. Chem., 2006, 5029-5035.

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Key Words

Nozaki-Hiyama-Kishi Reaction, Coupling, asymmetric catalysis, chromium, manganese, N,O ligands, Schiff bases

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ID: J06-Y2003-080