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N ‐Heterocyclic Carbenes Catalyzed Phospho‐Aldol Reaction of Aldehydes
Author(s) -
He Lin,
Cai Zhihua,
Ma Xiaowei,
Du Guangfen
Publication year - 2013
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201300615
Subject(s) - chemistry , aldol reaction , yield (engineering) , catalysis , carbene , base (topology) , organic chemistry , medicinal chemistry , carbon fibers , combinatorial chemistry , mathematical analysis , materials science , mathematics , composite number , metallurgy , composite material
An efficient phospho‐aldol reaction of aldehydes catalyzed by N ‐heterocyclic carbenes (NHCs) has been developed. With 10 mol% stable NHC 1,3‐bis(2,6‐diisopropylphenyl)imidazol‐2‐ylidene, various aldehydes reacted with dialkylphosphites smoothly to provide α ‐hydroxy phosphonates in 59% –99% yield. In this process, NHC was assumed to function as a carbon‐centered br?nsted base.