Tetrahedron Letters p. 6791 - 6793 (2008)
Update date:2022-09-26
Topics:
George, Shyla
Suryavanshi, Gurunath S.
Sudalai, Arumugam
A short and high yielding enantioselective synthesis of (-)-bestatin, a naturally occurring aminopeptidase inhibitor, is described via l-proline-catalyzed asymmetric α-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).
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