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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

The Total Synthesis of (–)-Tetrahydrolipstatin

Jennifer A. Bodkin, Edward J. Humphries and Malcolm D. McLeod

Australian Journal of Chemistry 56(8) 795 - 803
Published: 18 July 2003

Abstract

Careful control during the bromolactonization of β,γ;-unsaturated acid (4) was required to regioselectively afford the trans-β-lactone (3) as the major diastereomer. Radical debromination of (3) followed by a three-step sequence of reactions afforded the lipase inhibitor (–)-tetrahydrolipstatin (1).

https://doi.org/10.1071/CH03121

© CSIRO 2003

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