N-Heterocyclic-Carbene-Catalysed Diastereoselective Vinylogous Mukaiyama/Michael Reaction of 2-(Trimethylsilyloxy)furan and Enones

Ying Wang, Guang Fen Du, Fen Xing, Kuo-Wei Huang, Bin Dai, Lin He

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Abstract

N-heterocyclic carbenes have been utilised as highly efficient nucleophilic organocatalysts to mediate vinylogous Mukaiyama/Michael reactions of 2-(trimethylsilyloxy)furan with enones to afford γ-substituted butenolides in 44-99% yield with 3:1-32:1 diastereoselectivity. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Original languageEnglish (US)
Pages (from-to)1362-1365
Number of pages4
JournalAsian Journal of Organic Chemistry
Volume4
Issue number12
DOIs
StatePublished - Oct 15 2015

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