4.7 Article

Enantioselective Desymmetrization of Diesters

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 5, Pages 2303-2307

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo402853v

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Funding

  1. University of North Carolina at Greensboro

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The desymmetrization of prochiral diesters with a chiral phosphoric acid catalyst to produce highly enantioenriched lactones in excellent yield is reported. The process is easily scaled and accommodates a variety of substitution patterns, many of which result in the generation of an enantioenriched all-carbon quaternary center. Manipulation of lactone product to useful small building blocks is also described.

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