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Enantioselective organocatalytic conjugate addition of amines to ?,?-unsaturated aldehydes: one-pot asymmetric synthesis of ?-amino acids and 1,3-diamines

Enantioselective organocatalytic conjugate addition of amines to ?,?-unsaturated aldehydes: one-pot asymmetric synthesis of ?-amino acids and 1,3-diamines
Enantioselective organocatalytic conjugate addition of amines to ?,?-unsaturated aldehydes: one-pot asymmetric synthesis of ?-amino acids and 1,3-diamines
Organocatalytic asymmetric amine conjugate additions to ?,?-unsaturated aldehydes catalyzed by protected diarylprolinols are presented. The reactions proceed with high enantioselectivity and result in Cbz or Boc protected ?-amino aldehydes, ?-amino alcohols, ?-amino acids and 1,3-diamines with typically 82–99% ee.
0040-4039
2193-2198
Vesely, Jan
1853ff19-a906-4321-bd69-f7e434176fc3
Ibrahem, Ismail
3cbac9c1-431b-4a1f-8c41-92aa617254b0
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Zhao, Gui-Ling
106737c0-2aeb-4805-a8d7-496b1ce04322
Xu, Yongmei
77a1cd82-b3af-4fab-bb76-23523d8224a0
Córdova, Armando
d2a1239f-708d-4f9c-bf7c-c095e9a27cac
Vesely, Jan
1853ff19-a906-4321-bd69-f7e434176fc3
Ibrahem, Ismail
3cbac9c1-431b-4a1f-8c41-92aa617254b0
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Zhao, Gui-Ling
106737c0-2aeb-4805-a8d7-496b1ce04322
Xu, Yongmei
77a1cd82-b3af-4fab-bb76-23523d8224a0
Córdova, Armando
d2a1239f-708d-4f9c-bf7c-c095e9a27cac

Vesely, Jan, Ibrahem, Ismail, Rios, Ramon, Zhao, Gui-Ling, Xu, Yongmei and Córdova, Armando (2007) Enantioselective organocatalytic conjugate addition of amines to ?,?-unsaturated aldehydes: one-pot asymmetric synthesis of ?-amino acids and 1,3-diamines. Tetrahedron Letters, 48 (12), 2193-2198. (doi:10.1016/j.tetlet.2007.01.093).

Record type: Article

Abstract

Organocatalytic asymmetric amine conjugate additions to ?,?-unsaturated aldehydes catalyzed by protected diarylprolinols are presented. The reactions proceed with high enantioselectivity and result in Cbz or Boc protected ?-amino aldehydes, ?-amino alcohols, ?-amino acids and 1,3-diamines with typically 82–99% ee.

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More information

Published date: 19 March 2007
Organisations: Chemistry

Identifiers

Local EPrints ID: 347978
URI: http://eprints.soton.ac.uk/id/eprint/347978
ISSN: 0040-4039
PURE UUID: d9dd624d-be23-4ff5-b257-4af5a25dd253
ORCID for Ramon Rios: ORCID iD orcid.org/0000-0002-3843-8521

Catalogue record

Date deposited: 05 Feb 2013 09:59
Last modified: 10 Dec 2019 01:37

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