Journal
TETRAHEDRON LETTERS
Volume 49, Issue 48, Pages 6791-6793Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.09.054
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Funding
- CSIR, New Delhi
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A short and high yielding enantioselective synthesis of (-)-bestatin, a naturally occurring aminopeptidase inhibitor, is described Via L-proline-catalyzed asymmetric alpha-amination of 3-phenylpropionaldehyde as the key reaction. The methodology also involves a Pd-catalyzed intramolecular cyclization of an allylic acetate giving a trans-oxazoline in a highly diastereoselective manner (dr > 14:1). (C) 2008 Elsevier Ltd. All rights reserved.
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