4.8 Article

Versatile Enantioselective Synthesis of Functionalized Lactones via Copper-Catalyzed Radical Oxyfunctionalization of Alkenes

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 137, 期 25, 页码 8069-8077

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AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b04821

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  1. National Institutes of Health [GM58160]
  2. Wellington and Irene Loh fund

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A versatile method for the rapid synthesis of diverse enantiomerically enriched lactones has been developed based on Cu-catalyzed enantioselective radical oxyfunctionalization of alkenes. The scope of this strategy encompasses a series of enantioselective difunctionalization reactions: oxyazidation, oxysulfonylation, oxyarylation, diacyloxylation, and oxyalkylation. These reactions provide straightforward access to a wide range of useful chiral lactone building blocks containing tetrasubstituted stereogenic centers, which are hard to access traditionally.

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