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Catalytic Asymmetric Intramolecular Michael Reaction of Aldehydes
Author(s) -
Hechavarria Fonseca Maria T.,
List Benjamin
Publication year - 2004
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200460578
Subject(s) - intramolecular force , michael reaction , tandem , catalysis , organocatalysis , chemistry , combinatorial chemistry , process (computing) , organic chemistry , medicinal chemistry , computer science , materials science , enantioselective synthesis , programming language , composite material
Efficient organocatalysis of the intramolecular Michael reaction of formyl enones, such as 1 , by an imidazolidinone catalyst leads to the corresponding ketoaldehydes in excellent yields and with high enantioselectivities (see scheme). This reaction can be included as part of a tandem process, as the ketoaldehyde products undergo aldolization readily to give hydrindenones, such as 2 . Bn=benzyl, Ms=methanesulfonyl.
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