Literature DB >> 20141139

A concise enantioselective synthesis of the chlorosulfolipid malhamensilipin A.

D Karl Bedke1, Grant M Shibuya, Alban R Pereira, William H Gerwick, Christopher D Vanderwal.   

Abstract

The first enantioselective synthesis of a member of the chlorosulfolipid family of natural products is reported. All of the polar substituents of malhamensilipin A are introduced with high stereoselectivity, and the unique (E)-chlorovinyl sulfate is created by a chemo-, regio-, and stereoselective E2 elimination of HCl in a reaction that likely has a counterpart in the biosynthesis of this fascinating natural product.

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Year:  2010        PMID： 20141139      PMCID： PMC2830791          DOI： 10.1021/ja910809c

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


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Review 2.  Halogen- and sulfur-containing lipids of Ochromonas.

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Authors:  J Elovson; P R Vagelos
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