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Asymmetric Organocatalytic Cyclopropanation – Highly Stereocontrolled Synthesis of Chiral Cyclopropanes with Quaternary Stereocenters
Author(s) -
Companyó Xavier,
Alba AndreaNekane,
Cárdenas Francisco,
Moyano Albert,
Rios Ramon
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900209
Subject(s) - stereocenter , cyclopropanation , chemistry , enantioselective synthesis , domino , quaternary carbon , stereochemistry , organocatalysis , aldehyde , catalysis , organic chemistry , combinatorial chemistry
A convenient and novel domino reaction for the synthesis of highly functionalized cyclopropanes is reported. The addition of 2‐bromoketo esters to a variety of α,β‐unsaturated aldehydes catalyzed by secondary amines leads to chiral cyclopropanes with three stereogenic carbon atoms, including one quaternary stereocenter, in a highly stereocontrolled fashion.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)