4.4 Article

New organic activators for the enantioselective reduction of aromatic imines with trichlorosilane

Journal

TETRAHEDRON LETTERS
Volume 47, Issue 22, Pages 3751-3754

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2006.03.122

Keywords

organocatalysis; asymmetric reduction; imines; optically active amines

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N-Picolinoyl-(2S)-(diphenylhydroxymethyl)pyrrolidine was found to work as an organic activator in the reduction of aromatic imines to the corresponding amines by Cl3SiH. The highest selectivity was 80%, ee. These are the first data showing that N-formyl group is not always essential as N-protecting group of pyrrolidine derivatives for the reduction of imines by Cl3SiH. (c) 2006 Elsevier Ltd. All rights reserved.

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