Issue 14, 2002

A chemoenzymatic synthesis of the styryllactone (+)-goniodiol from naphthalene

Abstract

The enantiomerically pure cis-1,2-diol 2, which is obtained by microbial oxidation of naphthalene, has been converted, via a sequence of reactions including oxidative C–C bond cleavage, decarbonylation and ring-closing metathesis steps, into the natural product (+)-goniodiol (1).

Graphical abstract: A chemoenzymatic synthesis of the styryllactone (+)-goniodiol from naphthalene

Article information

Article type
Communication
Submitted
29 May 2002
Accepted
12 Jun 2002
First published
25 Jun 2002

J. Chem. Soc., Perkin Trans. 1, 2002, 1622-1624

A chemoenzymatic synthesis of the styryllactone (+)-goniodiol from naphthalene

M. G. Banwell, M. J. Coster, O. P. Karunaratne and J. A. Smith, J. Chem. Soc., Perkin Trans. 1, 2002, 1622 DOI: 10.1039/B205230J

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