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Synthesis of dysideaproline E using organocatalysis†
Ernest Owusu-Ansah,Amanda C. Durow,John R. Harding,Angela C. Jordan,Susan J. O'Connell,Christine L. Willis
Organic & Biomolecular Chemistry Pub Date : 11/15/2010 00:00:00 , DOI:10.1039/C0OB00617C
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
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