Issue 6, 2004

The first enantioselective synthesis of the amino acid, (2S,3S,4R)-γ-hydroxyisoleucine using a palladium(ii) catalysed 3,3-sigmatropic rearrangement

Abstract

A synthetic route towards the synthesis of (2S,3S,4R)-γ-hydroxyisoleucine, the amino acid component of the natural product, funebrine has been developed using as the key step, a palladium(II) catalysed 3,3-sigmatropic rearrangement to create the (2S)-stereogenic centre.

Graphical abstract: The first enantioselective synthesis of the amino acid, (2S,3S,4R)-γ-hydroxyisoleucine using a palladium(ii) catalysed 3,3-sigmatropic rearrangement

Article information

Article type
Communication
Submitted
22 Jan 2004
Accepted
13 Feb 2004
First published
19 Feb 2004

Org. Biomol. Chem., 2004,2, 808-809

The first enantioselective synthesis of the amino acid, (2S,3S,4R)-γ-hydroxyisoleucine using a palladium(II) catalysed 3,3-sigmatropic rearrangement

A. G. Jamieson, A. Sutherland and C. L. Willis, Org. Biomol. Chem., 2004, 2, 808 DOI: 10.1039/B401076K

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