Issue 1, 2011

Synthesis of dysideaproline E using organocatalysis

Abstract

(S)-4,4-Dichloro-3-methylbutanoic acid was prepared in 51% overall yield from commercially available starting materials using an organocatalytic transfer hydrogenation to 4,4-dichloro-3-methylbut-2-enal in the key step. The (S)-dichloro acid was used as an intermediate in the first total synthesis of dysideaproline E and a diastereomer confirming the structure of the natural product.

Graphical abstract: Synthesis of dysideaproline E using organocatalysis

Supplementary files

Article information

Article type
Paper
Submitted
23 Aug 2010
Accepted
05 Oct 2010
First published
15 Nov 2010

Org. Biomol. Chem., 2011,9, 265-272

Synthesis of dysideaproline E using organocatalysis

E. Owusu-Ansah, A. C. Durow, J. R. Harding, A. C. Jordan, S. J. O'Connell and C. L. Willis, Org. Biomol. Chem., 2011, 9, 265 DOI: 10.1039/C0OB00617C

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