Journal
ORGANIC LETTERS
Volume 19, Issue 1, Pages 90-93Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b03369
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- University of North Carolina at Chapel Hill
- Petroleum Research Fund of the American Chemical Society [52447-DNI1]
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Catalytic intermolecular hydroalkylation of dienes with, silyloxyfuran nucleophiles is reported. Reactions hare catalyzed by 5 mol % of a (CDC)-Rh-complex and proceed in up to 87% yield and 6:1 dr (syn/anti) to provide allylic butenolides bearing vicinal stereocenters Reactions proceed with terminal aryl and alkyl dienes and with modified-silyl-enol ether nucleophiles including a thiophenone variant. Utility of the products is demonstrated in the synthesis of a polypropionate anti,syn-stereotriad.
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