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One-pot organocatalytic domino Michael/?-alkylation reactions: highly enantioselective synthesis of functionalized cyclopentanones and cyclopentanols

One-pot organocatalytic domino Michael/?-alkylation reactions: highly enantioselective synthesis of functionalized cyclopentanones and cyclopentanols
One-pot organocatalytic domino Michael/?-alkylation reactions: highly enantioselective synthesis of functionalized cyclopentanones and cyclopentanols
A simple, highly enantioselective catalytic route to cyclopentanones is presented. The chiral amine catalyzed domino Michael/?-alkylation reaction gives access to functionalized cyclopentanones in good to high yields with 93 ? 99% ee. The products were also reduced with high diastereoselectivity to the corresponding cyclopentanols.
0040-4039
5835-5839
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Vesely, Jan
1853ff19-a906-4321-bd69-f7e434176fc3
Sundén, Henrik
fe114b08-1de1-4e88-9778-a9cddf3aa76d
Ibrahem, Ismail
3cbac9c1-431b-4a1f-8c41-92aa617254b0
Zhao, Gui-Ling
106737c0-2aeb-4805-a8d7-496b1ce04322
Córdova, Armando
d2a1239f-708d-4f9c-bf7c-c095e9a27cac
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Vesely, Jan
1853ff19-a906-4321-bd69-f7e434176fc3
Sundén, Henrik
fe114b08-1de1-4e88-9778-a9cddf3aa76d
Ibrahem, Ismail
3cbac9c1-431b-4a1f-8c41-92aa617254b0
Zhao, Gui-Ling
106737c0-2aeb-4805-a8d7-496b1ce04322
Córdova, Armando
d2a1239f-708d-4f9c-bf7c-c095e9a27cac

Rios, Ramon, Vesely, Jan, Sundén, Henrik, Ibrahem, Ismail, Zhao, Gui-Ling and Córdova, Armando (2007) One-pot organocatalytic domino Michael/?-alkylation reactions: highly enantioselective synthesis of functionalized cyclopentanones and cyclopentanols. Tetrahedron Letters, 48 (33), 5835-5839. (doi:10.1016/j.tetlet.2007.06.070).

Record type: Article

Abstract

A simple, highly enantioselective catalytic route to cyclopentanones is presented. The chiral amine catalyzed domino Michael/?-alkylation reaction gives access to functionalized cyclopentanones in good to high yields with 93 ? 99% ee. The products were also reduced with high diastereoselectivity to the corresponding cyclopentanols.

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More information

Published date: 13 August 2007
Organisations: Chemistry

Identifiers

Local EPrints ID: 347985
URI: http://eprints.soton.ac.uk/id/eprint/347985
ISSN: 0040-4039
PURE UUID: 5250526e-e89c-4945-9b39-3bdf5b752c87
ORCID for Ramon Rios: ORCID iD orcid.org/0000-0002-3843-8521

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Date deposited: 05 Feb 2013 10:21
Last modified: 03 Dec 2019 01:38

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Contributors

Author: Ramon Rios ORCID iD
Author: Jan Vesely
Author: Henrik Sundén
Author: Ismail Ibrahem
Author: Gui-Ling Zhao
Author: Armando Córdova

University divisions

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