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Highly enantioselective organocatalytic addition of unmodified aldehydes to N-Boc protected imines: one-pot asymmetric synthesis of ?-amino acids

Highly enantioselective organocatalytic addition of unmodified aldehydes to N-Boc protected imines: one-pot asymmetric synthesis of ?-amino acids
Highly enantioselective organocatalytic addition of unmodified aldehydes to N-Boc protected imines: one-pot asymmetric synthesis of ?-amino acids
Highly enantioselective catalytic routes to Boc protected ?-amino aldehydes, ?-amino acids and ?-amino alcohols are presented. The organocatalytic asymmetric reactions between unmodified aldehydes and N-Boc protected aryl imines proceed with excellent chemo- and enantioselectivities to give the corresponding compounds in high yields with up to >19:1 dr and 93% to >99% ee.
0040-4039
421-425
Vesely, Jan
1853ff19-a906-4321-bd69-f7e434176fc3
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Ibrahem, Ismail
3cbac9c1-431b-4a1f-8c41-92aa617254b0
Córdova, Armando
d2a1239f-708d-4f9c-bf7c-c095e9a27cac
Vesely, Jan
1853ff19-a906-4321-bd69-f7e434176fc3
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Ibrahem, Ismail
3cbac9c1-431b-4a1f-8c41-92aa617254b0
Córdova, Armando
d2a1239f-708d-4f9c-bf7c-c095e9a27cac

Vesely, Jan, Rios, Ramon, Ibrahem, Ismail and Córdova, Armando (2007) Highly enantioselective organocatalytic addition of unmodified aldehydes to N-Boc protected imines: one-pot asymmetric synthesis of ?-amino acids. Tetrahedron Letters, 48 (3), 421-425. (doi:10.1016/j.tetlet.2006.11.076).

Record type: Article

Abstract

Highly enantioselective catalytic routes to Boc protected ?-amino aldehydes, ?-amino acids and ?-amino alcohols are presented. The organocatalytic asymmetric reactions between unmodified aldehydes and N-Boc protected aryl imines proceed with excellent chemo- and enantioselectivities to give the corresponding compounds in high yields with up to >19:1 dr and 93% to >99% ee.

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More information

Published date: 15 January 2007
Organisations: Chemistry

Identifiers

Local EPrints ID: 347976
URI: http://eprints.soton.ac.uk/id/eprint/347976
ISSN: 0040-4039
PURE UUID: 05dc2db0-3ef6-4d89-98c1-f9d20b9c6015
ORCID for Ramon Rios: ORCID iD orcid.org/0000-0002-3843-8521

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Date deposited: 05 Feb 2013 09:52
Last modified: 14 Mar 2024 12:54

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Contributors

Author: Jan Vesely
Author: Ramon Rios ORCID iD
Author: Ismail Ibrahem
Author: Armando Córdova

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