4.4 Article

Rhodium-catalyzed enantioselective hydrogenation using chiral monophosphonite ligands

Journal

TETRAHEDRON LETTERS
Volume 41, Issue 33, Pages 6333-6336

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(00)01099-6

Keywords

enantioselection; reduction; rhodium and compounds; phosphorus compounds; amino acids and derivatives

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Surprisingly high enantioselectivities in the Rh-catalyzed hydrogenation of itaconic acid dimethyl eater and methyl-2-acetamido acrylate are observed upon using chiral monophosphonite ligands derived from binaphthol (ee up to 94%). Although appropriate chelating diphosphonites are more effective, the easy modular synthesis of the chiral monophosphonites may allow for the optimization of a given asymmetric hydrogenation reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.

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