The first general, efficient and highly enantioselective reduction of quinoxalines and quinoxalinones

Magnus Rueping; Francisco Tato; Fenja R. Schoepke

doi:10.1002/chem.200902907

The first general, efficient and highly enantioselective reduction of quinoxalines and quinoxalinones

Magnus Rueping^*, Francisco Tato, Fenja R. Schoepke

^*Corresponding author for this work

Physical Sciences and Engineering

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

157 Scopus citations

Abstract

(Chemical Equation Presented) Simple yet efficient: A series of diverse substituted tetrahydroquinoxalines and dihydroquinoxalinones have been synthesized for the first time in a highly enantioselective fashion (see scheme). Using this metalfree hydrogenation it is possible to isolate these products, which are of high pharmaceutical interest, in good yields and with excellent enantioselectivities in a minimal number of reaction steps.

Original language	English (US)
Pages (from-to)	2688-2691
Number of pages	4
Journal	Chemistry - A European Journal
Volume	16
Issue number	9
DOIs	https://doi.org/10.1002/chem.200902907
State	Published - Mar 1 2010

Keywords

Brønsted acid
Hantzsch ester
Organocatalysis
Pyrazine
Pyridine
Transfer hydrogenation

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/chem.200902907

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abstract = "(Chemical Equation Presented) Simple yet efficient: A series of diverse substituted tetrahydroquinoxalines and dihydroquinoxalinones have been synthesized for the first time in a highly enantioselective fashion (see scheme). Using this metalfree hydrogenation it is possible to isolate these products, which are of high pharmaceutical interest, in good yields and with excellent enantioselectivities in a minimal number of reaction steps.",

keywords = "Br{\o}nsted acid, Hantzsch ester, Organocatalysis, Pyrazine, Pyridine, Transfer hydrogenation",

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AU - Rueping, Magnus

AU - Tato, Francisco

AU - Schoepke, Fenja R.

PY - 2010/3/1

Y1 - 2010/3/1

N2 - (Chemical Equation Presented) Simple yet efficient: A series of diverse substituted tetrahydroquinoxalines and dihydroquinoxalinones have been synthesized for the first time in a highly enantioselective fashion (see scheme). Using this metalfree hydrogenation it is possible to isolate these products, which are of high pharmaceutical interest, in good yields and with excellent enantioselectivities in a minimal number of reaction steps.

AB - (Chemical Equation Presented) Simple yet efficient: A series of diverse substituted tetrahydroquinoxalines and dihydroquinoxalinones have been synthesized for the first time in a highly enantioselective fashion (see scheme). Using this metalfree hydrogenation it is possible to isolate these products, which are of high pharmaceutical interest, in good yields and with excellent enantioselectivities in a minimal number of reaction steps.

KW - Brønsted acid

KW - Hantzsch ester

KW - Organocatalysis

KW - Pyrazine

KW - Pyridine

KW - Transfer hydrogenation

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M3 - Article

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JF - Chemistry - A European Journal

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ER -

The first general, efficient and highly enantioselective reduction of quinoxalines and quinoxalinones

Abstract

Keywords

ASJC Scopus subject areas

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