Highly enantio- and diastereoselective organocatalytic desymmetrization of prochiral cyclohexanones by simple direct aldol reaction catalyzed by proline
Highly enantio- and diastereoselective organocatalytic desymmetrization of prochiral cyclohexanones by simple direct aldol reaction catalyzed by proline
Panacea for aldol desymmetrizations: we describe an easy entry for the desymmetrization of 4-substituted-cyclohexanones catalyzed by proline, using as cocatalysts different hydrogen-bonding donors (see scheme), which dramatically improves the catalytic efficiency of proline in desymmetrization reactions.
aldol reaction, desymmetrization, hydrogen bonds, organocatalysis, proline
6564-6568
Companyó, Xavier
446791db-6e0a-40f9-9f20-3a8e8af9803c
Valero, Guillem
c5f692fe-3b07-4916-a4ec-23f78a45cc15
Crovetto, Luis
45d4cd97-3fe5-4498-a861-bc06492eb09d
Moyano, Albert
07f92405-40f4-4fc4-97b3-9bd5c9c14baa
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
6 July 2009
Companyó, Xavier
446791db-6e0a-40f9-9f20-3a8e8af9803c
Valero, Guillem
c5f692fe-3b07-4916-a4ec-23f78a45cc15
Crovetto, Luis
45d4cd97-3fe5-4498-a861-bc06492eb09d
Moyano, Albert
07f92405-40f4-4fc4-97b3-9bd5c9c14baa
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Companyó, Xavier, Valero, Guillem, Crovetto, Luis, Moyano, Albert and Rios, Ramon
(2009)
Highly enantio- and diastereoselective organocatalytic desymmetrization of prochiral cyclohexanones by simple direct aldol reaction catalyzed by proline.
Chemistry - A European Journal, 15 (27), .
(doi:10.1002/chem.200900488).
(PMID:19405053)
Abstract
Panacea for aldol desymmetrizations: we describe an easy entry for the desymmetrization of 4-substituted-cyclohexanones catalyzed by proline, using as cocatalysts different hydrogen-bonding donors (see scheme), which dramatically improves the catalytic efficiency of proline in desymmetrization reactions.
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e-pub ahead of print date: 29 April 2009
Published date: 6 July 2009
Keywords:
aldol reaction, desymmetrization, hydrogen bonds, organocatalysis, proline
Organisations:
Chemistry
Identifiers
Local EPrints ID: 340218
URI: http://eprints.soton.ac.uk/id/eprint/340218
ISSN: 0947-6539
PURE UUID: 7b22d609-8f83-4155-91c2-6ea5e082e471
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Date deposited: 15 Jun 2012 12:13
Last modified: 14 Mar 2024 11:20
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Contributors
Author:
Xavier Companyó
Author:
Guillem Valero
Author:
Luis Crovetto
Author:
Albert Moyano
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