Asymmetric Brønsted acid-catalyzed intramolecular aza-michael reaction - Enantioselective synthesis of dihydroquinolinones

Magnus Rueping; Stefan A. Moreth; Michael Bolte

doi:10.5560/ZNB.2012-0183

Asymmetric Brønsted acid-catalyzed intramolecular aza-michael reaction - Enantioselective synthesis of dihydroquinolinones

Magnus Rueping^*, Stefan A. Moreth, Michael Bolte

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

15 Scopus citations

Abstract

The enantioselective synthesis of 2-aryl-substituted 2,3-dihydroquinolin-4- ones, a class of heterocyclic compounds with interesting biological activities, has been achieved through a Brønsted acidcatalyzed enantioselective intramolecular Michael addition. The products are available in moderate to high yields and with good enantioselectivities.

Original language	English (US)
Pages (from-to)	1021-1029
Number of pages	9
Journal	Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
Volume	67
Issue number	10
DOIs	https://doi.org/10.5560/ZNB.2012-0183
State	Published - Oct 2012
Externally published	Yes

Keywords

Aza-Michael addition
Brønsted acid
Dihydroquinolin-4-ones
N-triflyl phosphoramide

ASJC Scopus subject areas

General Chemistry

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title = "Asymmetric Br{\o}nsted acid-catalyzed intramolecular aza-michael reaction - Enantioselective synthesis of dihydroquinolinones",

abstract = "The enantioselective synthesis of 2-aryl-substituted 2,3-dihydroquinolin-4- ones, a class of heterocyclic compounds with interesting biological activities, has been achieved through a Br{\o}nsted acidcatalyzed enantioselective intramolecular Michael addition. The products are available in moderate to high yields and with good enantioselectivities.",

keywords = "Aza-Michael addition, Br{\o}nsted acid, Dihydroquinolin-4-ones, N-triflyl phosphoramide",

author = "Magnus Rueping and Moreth, {Stefan A.} and Michael Bolte",

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doi = "10.5560/ZNB.2012-0183",

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AU - Rueping, Magnus

AU - Moreth, Stefan A.

AU - Bolte, Michael

PY - 2012/10

Y1 - 2012/10

N2 - The enantioselective synthesis of 2-aryl-substituted 2,3-dihydroquinolin-4- ones, a class of heterocyclic compounds with interesting biological activities, has been achieved through a Brønsted acidcatalyzed enantioselective intramolecular Michael addition. The products are available in moderate to high yields and with good enantioselectivities.

AB - The enantioselective synthesis of 2-aryl-substituted 2,3-dihydroquinolin-4- ones, a class of heterocyclic compounds with interesting biological activities, has been achieved through a Brønsted acidcatalyzed enantioselective intramolecular Michael addition. The products are available in moderate to high yields and with good enantioselectivities.

KW - Aza-Michael addition

KW - Brønsted acid

KW - Dihydroquinolin-4-ones

KW - N-triflyl phosphoramide

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U2 - 10.5560/ZNB.2012-0183

DO - 10.5560/ZNB.2012-0183

M3 - Article

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JO - Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences

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ER -

Asymmetric Brønsted acid-catalyzed intramolecular aza-michael reaction - Enantioselective synthesis of dihydroquinolinones

Abstract

Keywords

ASJC Scopus subject areas

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