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Asymmetric Organocatalytic Tandem Reaction to Chiral Pyrimidinone Derivatives using Urea as Dinitrogen Source
Author(s) -
He ZhaoQuan,
Zhou Quan,
Wu Li,
Chen YingChun
Publication year - 2010
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.201000291
Subject(s) - hemiaminal , chemistry , pyrimidinones , tandem , organocatalysis , michael reaction , squaramide , cascade reaction , combinatorial chemistry , urea , organic chemistry , catalysis , enantioselective synthesis , materials science , composite material
Abstract A facile method for the asymmetric synthesis of pyrimidinone derivatives was developed via an organocatalytic tandem aza‐Michael addition–hemiaminal formation–dehydroxylation reaction, using N,N′ ‐dialkyloxyurea as dinitrogen source (up to 97% ee ). The transformations of hemiaminal intermediates to pyrimidinones with more complex structures have been also investigated.