Stereocontrolled synthesis of (+)-boronolide.

Org Lett

Department of Chemistry, Stanford University, Stanford, CA 94305-5080, USA.

Published: October 2002

Boronolide was synthesized stereoselectively from hydroxyacetylfuran 5 and valeraldehyde 6 using a novel dizinc aldol catalyst. Ring closing metathesis provides the lactone ring. The synthesis requires 12 steps and proceeds in 26% overall yield. [reaction: see text]

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Source
http://dx.doi.org/10.1021/ol026665iDOI Listing

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