Literature DB >> 15007405

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

Andrew G Jamieson1, Andrew Sutherland, Christine L Willis.   

Abstract

A synthetic route towards the synthesis of (2S,3S,4R)-gamma-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.

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Year:  2004        PMID: 15007405     DOI: 10.1039/b401076k

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  1 in total

1.  Second-generation DBFOX ligands for the synthesis of beta-substituted alpha-amino acids via enantioselective radical conjugate additions.

Authors:  Biplab Banerjee; Steven G Capps; Junghoon Kang; Joshua W Robinson; Steven L Castle
Journal:  J Org Chem       Date:  2008-10-24       Impact factor: 4.354

  1 in total

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