Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 132, Issue 8, Pages 2542-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja910809c
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Funding
- School of Physical Sciences, UC Irvine
- UCI GAANN
- Eli Lilly Graduate Fellowship
- NIH [NS053398]
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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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