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Asymmetric reduction using N-methyl and N-benzyl oxazaborolidines based upon cis-1-amino-2-indanol: a preliminary mechanistic study

Lookup NU author(s): Dr Simon Jones, Jonathan Atherton

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Abstract

(1R)-Amino-(2S)-indanol and its N-methyl and N-benzyl derived oxazaborolidines were investigated in the asymmetric reduction of acetophenone in order to obtain insight into the reaction mechanism. Optimisation studies carried out with B-methyl (1R)-amino-(2S)-indanol resulted in enantioselectivities of 84% (by GC) and these applied to a series of aromatic ketones with differing degrees of enantioselectivity. © 2000 Elsevier Science Ltd.

Publication metadata

Author(s): Jones S, Atherton JCC

Publication type: Article

Publication status: Published

Journal: Tetrahedron Asymmetry

Year: 2000

Volume: 11

Issue: 22

Pages: 4543-4548

ISSN (print): 0957-4166

ISSN (electronic): 1362-511X

Publisher: Pergamon

URL: http://dx.doi.org/10.1016/S0957-4166(00)00422-5

DOI: 10.1016/S0957-4166(00)00422-5

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