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Kinetic resolution of atropisomeric amides

Kinetic resolution of atropisomeric amides
Kinetic resolution of atropisomeric amides
We have demonstrated the feasibility of the kinetic resolution of atropisomeric amides using the commercially avaliable AD-mix. To our knowledge, this methodology represents the first catalytic kinetic resolution of such compounds. Relative rates of up to 32 have been found for the kinetic resolution processes. We have also determined the barriers to rotation and half-lives of some of these amides. The half-lives range from 7 to 135 h at room temperature.
0002-7863
10272-10273
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Jimeno, Ciril
bb1d9511-2ffe-4d30-8a43-07f24281ae63
Carroll, Patrick J.
93d7f675-b825-4733-8149-52f270403214
Walsh, Patrick J.
f2965fbd-ae13-43f9-8f30-50d5aabe73fc
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Jimeno, Ciril
bb1d9511-2ffe-4d30-8a43-07f24281ae63
Carroll, Patrick J.
93d7f675-b825-4733-8149-52f270403214
Walsh, Patrick J.
f2965fbd-ae13-43f9-8f30-50d5aabe73fc

Rios, Ramon, Jimeno, Ciril, Carroll, Patrick J. and Walsh, Patrick J. (2002) Kinetic resolution of atropisomeric amides. Journal of the American Chemical Society, 124 (35), 10272-10273. (doi:10.1021/ja026436r). (PMID:12197717)

Record type: Article

Abstract

We have demonstrated the feasibility of the kinetic resolution of atropisomeric amides using the commercially avaliable AD-mix. To our knowledge, this methodology represents the first catalytic kinetic resolution of such compounds. Relative rates of up to 32 have been found for the kinetic resolution processes. We have also determined the barriers to rotation and half-lives of some of these amides. The half-lives range from 7 to 135 h at room temperature.

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More information

Published date: 4 September 2002
Organisations: Chemistry
Learn more about Chemistry research

Identifiers

Local EPrints ID: 348002
URI: http://eprints.soton.ac.uk/id/eprint/348002
DOI: doi:10.1021/ja026436r
ISSN: 0002-7863
PURE UUID: f2ec74c3-f188-4b03-a65b-bf6d6ec91675
ORCID for Ramon Rios: ORCID iD orcid.org/0000-0002-3843-8521

Catalogue record

Date deposited: 05 Feb 2013 11:29
Last modified: 14 Mar 2024 12:54

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Contributors

Author: Ramon Rios ORCID iD
Author: Ciril Jimeno
Author: Patrick J. Carroll
Author: Patrick J. Walsh

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