Asymmetric organocatalytic cyclopropanation - highly stereocontrolled synthesis of chiral cyclopropanes with quaternary stereocenters
Asymmetric organocatalytic cyclopropanation - highly stereocontrolled synthesis of chiral cyclopropanes with quaternary stereocenters
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 ?,?-unsaturated aldehydes catalyzed by secondary amines leads to chiral cyclopropanes with three stereogenic carbon atoms, including one quaternary stereocenter, in a highly stereocontrolled fashion.
cyclopropanation, organocatalysis, enantioselectivity, diastereoselectivity, quaternary centers
3075-3080
Companyó, Xavier
446791db-6e0a-40f9-9f20-3a8e8af9803c
Alba, Andrea-Nekane
e96df5c1-b984-45c5-9620-1d7f0cec8faf
Cárdenas, Francisco
058d0dce-beb8-4418-b67c-b877c6910ce8
Moyano, Albert
07f92405-40f4-4fc4-97b3-9bd5c9c14baa
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
June 2009
Companyó, Xavier
446791db-6e0a-40f9-9f20-3a8e8af9803c
Alba, Andrea-Nekane
e96df5c1-b984-45c5-9620-1d7f0cec8faf
Cárdenas, Francisco
058d0dce-beb8-4418-b67c-b877c6910ce8
Moyano, Albert
07f92405-40f4-4fc4-97b3-9bd5c9c14baa
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Companyó, Xavier, Alba, Andrea-Nekane, Cárdenas, Francisco, Moyano, Albert and Rios, Ramon
(2009)
Asymmetric organocatalytic cyclopropanation - highly stereocontrolled synthesis of chiral cyclopropanes with quaternary stereocenters.
European Journal of Organic Chemistry, 2009 (18), .
(doi:10.1002/ejoc.200900209).
Abstract
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 ?,?-unsaturated aldehydes catalyzed by secondary amines leads to chiral cyclopropanes with three stereogenic carbon atoms, including one quaternary stereocenter, in a highly stereocontrolled fashion.
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More information
e-pub ahead of print date: 12 May 2009
Published date: June 2009
Keywords:
cyclopropanation, organocatalysis, enantioselectivity, diastereoselectivity, quaternary centers
Organisations:
Chemistry
Identifiers
Local EPrints ID: 347721
URI: http://eprints.soton.ac.uk/id/eprint/347721
ISSN: 1434-193X
PURE UUID: 19c6541d-1fc5-4646-9717-5a5a9293c93f
Catalogue record
Date deposited: 29 Jan 2013 12:48
Last modified: 14 Mar 2024 12:51
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Contributors
Author:
Xavier Companyó
Author:
Andrea-Nekane Alba
Author:
Francisco Cárdenas
Author:
Albert Moyano
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