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A Triazole Organocatalyst with Spiropyrrolidine Framework and its Application to the Catalytic Asymmetric Addition of Nitromethane to α,β‐Unsaturated Aldehydes
Author(s) -
Liu WenXing,
Chen SiKai,
Tian JinMiao,
Tu YongQiang,
Wang ShaoHua,
Zhang FuMin
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500582
Subject(s) - nitromethane , chemistry , catalysis , yield (engineering) , adduct , michael reaction , triazole , organic chemistry , aqueous solution , organocatalysis , combinatorial chemistry , enantioselective synthesis , metallurgy , materials science
A series of new water‐compatible “spiropyrrolidine triazole” catalysts was designed and synthesized. The asymmetric Michael addition of nitromethane and α,β‐unsaturated aldehydes in an aqueous system was investigated to evaluate these new catalysts, and the resulting adducts were obtained with excellent enantioselectivity (up to 95.5% ee ) and moderate to good yield (63–88%).