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A highly enantioselective catalytic domino aza-Michael/aldol reaction: one-pot organocatalytic asymmetric synthesis of 1,2-dihydroquinolidines

A highly enantioselective catalytic domino aza-Michael/aldol reaction: one-pot organocatalytic asymmetric synthesis of 1,2-dihydroquinolidines
A highly enantioselective catalytic domino aza-Michael/aldol reaction: one-pot organocatalytic asymmetric synthesis of 1,2-dihydroquinolidines
The highly enantioselective organocatalytic domino aza-Michael/aldol reaction is presented. The unprecedented, chiral amine-catalyzed asymmetric domino reactions between 2-aminobenzaldehydes and ?,?-unsaturated aldehydes proceed with excellent chemo- and enantioselectivity to give the corresponding pharmaceutically valuable 1,2-dihydroquinolines derivatives in high yields with 90 to >99?% ee.
asymmetric catalysis, aza-Michael reaction, domino reactions, nitrogen heterocycles, ?, ?-unsaturated aldehydes
1615-4150
827-832
Sundén, Henrik
fe114b08-1de1-4e88-9778-a9cddf3aa76d
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Ibrahem, Ismail
3cbac9c1-431b-4a1f-8c41-92aa617254b0
Zhao, Gui-Ling
106737c0-2aeb-4805-a8d7-496b1ce04322
Eriksson, Lars
340ffb17-9c8e-468f-acba-13219dc22c37
Córdova, Armando
d2a1239f-708d-4f9c-bf7c-c095e9a27cac
Sundén, Henrik
fe114b08-1de1-4e88-9778-a9cddf3aa76d
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Ibrahem, Ismail
3cbac9c1-431b-4a1f-8c41-92aa617254b0
Zhao, Gui-Ling
106737c0-2aeb-4805-a8d7-496b1ce04322
Eriksson, Lars
340ffb17-9c8e-468f-acba-13219dc22c37
Córdova, Armando
d2a1239f-708d-4f9c-bf7c-c095e9a27cac

Sundén, Henrik, Rios, Ramon, Ibrahem, Ismail, Zhao, Gui-Ling, Eriksson, Lars and Córdova, Armando (2007) A highly enantioselective catalytic domino aza-Michael/aldol reaction: one-pot organocatalytic asymmetric synthesis of 1,2-dihydroquinolidines. Advanced Synthesis & Catalysis, 349 (6), 827-832. (doi:10.1002/adsc.200600513).

Record type: Article

Abstract

The highly enantioselective organocatalytic domino aza-Michael/aldol reaction is presented. The unprecedented, chiral amine-catalyzed asymmetric domino reactions between 2-aminobenzaldehydes and ?,?-unsaturated aldehydes proceed with excellent chemo- and enantioselectivity to give the corresponding pharmaceutically valuable 1,2-dihydroquinolines derivatives in high yields with 90 to >99?% ee.

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More information

Published date: 2 April 2007
Keywords: asymmetric catalysis, aza-Michael reaction, domino reactions, nitrogen heterocycles, ?, ?-unsaturated aldehydes
Organisations: Chemistry

Identifiers

Local EPrints ID: 347776
URI: http://eprints.soton.ac.uk/id/eprint/347776
ISSN: 1615-4150
PURE UUID: fdf04a04-d205-4acd-894a-e1f0d105b376
ORCID for Ramon Rios: ORCID iD orcid.org/0000-0002-3843-8521

Catalogue record

Date deposited: 30 Jan 2013 09:59
Last modified: 10 Dec 2019 01:37

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