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N‐Heterocyclic‐Carbene‐Catalysed Diastereoselective Vinylogous Mukaiyama/Michael Reaction of 2‐(Trimethylsilyloxy)furan and Enones
Author(s) -
Wang Ying,
Du GuangFen,
Xing Fen,
Huang KuoWei,
Dai Bin,
He Lin
Publication year - 2015
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201500348
Subject(s) - chemistry , furan , carbene , nucleophile , michael reaction , yield (engineering) , organocatalysis , organic chemistry , catalysis , enantioselective synthesis , materials science , metallurgy
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.
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