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Enantioselective organocatalytic hydrophosphination of ?,?-unsaturated aldehydes

Enantioselective organocatalytic hydrophosphination of ?,?-unsaturated aldehydes
Enantioselective organocatalytic hydrophosphination of ?,?-unsaturated aldehydes
Optically active phosphine derivatives can be obtained in high yields and in up to 99?%?ee by using simple chiral amines to catalyze the hydrophosphination of ?,?-unsaturated aldehydes (see scheme, green sphere=chiral group). The synthetic utility of this highly chemo- and enantioselective transformation was exemplified by the one-pot asymmetric synthesis of ?-phosphine oxide acids.
aldehydes, asymmetric synthesis, conjugate addition, organocatalysis, phosphanes
1433-7851
4507-4510
Ibrahem, Ismail
3cbac9c1-431b-4a1f-8c41-92aa617254b0
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Vesely, Jan
1853ff19-a906-4321-bd69-f7e434176fc3
Hammar, Peter
b82887fb-0424-4890-940a-2c87eefb1a0e
Eriksson, Lars
340ffb17-9c8e-468f-acba-13219dc22c37
Himo, Fahmi
dbde3654-3b13-412e-838e-70d49cc83d36
Córdova, Armando
d2a1239f-708d-4f9c-bf7c-c095e9a27cac
Ibrahem, Ismail
3cbac9c1-431b-4a1f-8c41-92aa617254b0
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Vesely, Jan
1853ff19-a906-4321-bd69-f7e434176fc3
Hammar, Peter
b82887fb-0424-4890-940a-2c87eefb1a0e
Eriksson, Lars
340ffb17-9c8e-468f-acba-13219dc22c37
Himo, Fahmi
dbde3654-3b13-412e-838e-70d49cc83d36
Córdova, Armando
d2a1239f-708d-4f9c-bf7c-c095e9a27cac

Ibrahem, Ismail, Rios, Ramon, Vesely, Jan, Hammar, Peter, Eriksson, Lars, Himo, Fahmi and Córdova, Armando (2007) Enantioselective organocatalytic hydrophosphination of ?,?-unsaturated aldehydes. Angewandte Chemie International Edition, 46 (24), 4507-4510. (doi:10.1002/anie.200700916). (PMID:17492816)

Record type: Article

Abstract

Optically active phosphine derivatives can be obtained in high yields and in up to 99?%?ee by using simple chiral amines to catalyze the hydrophosphination of ?,?-unsaturated aldehydes (see scheme, green sphere=chiral group). The synthetic utility of this highly chemo- and enantioselective transformation was exemplified by the one-pot asymmetric synthesis of ?-phosphine oxide acids.

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More information

Published date: 11 June 2007
Keywords: aldehydes, asymmetric synthesis, conjugate addition, organocatalysis, phosphanes
Organisations: Chemistry

Identifiers

Local EPrints ID: 347982
URI: http://eprints.soton.ac.uk/id/eprint/347982
ISSN: 1433-7851
PURE UUID: 1e67b096-5ba1-4328-8c89-78fc994adab6
ORCID for Ramon Rios: ORCID iD orcid.org/0000-0002-3843-8521

Catalogue record

Date deposited: 05 Feb 2013 10:11
Last modified: 17 Dec 2019 01:38

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