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Org Lett. 2012 Jun 1;14(11):2858-61. doi: 10.1021/ol301103d. Epub 2012 May 18.

Stereoselective synthesis of the monomeric unit of actin binding macrolide rhizopodin.

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  • 1CSIR-Central Drug Research Institute, Lucknow 226001, India.

Abstract

An efficient, scalable, and stereocontrolled synthesis of the entire carbon framework of an actin binding dimeric macrolide rhizopodin has been accomplished in its protected form. The key features of our synthesis include a titanium catalyzed anti acetal aldol reaction, a substrate controlled diastereoslelective prenyl stannylation, a Mukaiyama aldol reaction, an indium mediated diastereoselective propargylation, and an advanced stage Stille coupling reaction.

PMID:
22594399
[PubMed - indexed for MEDLINE]
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