Iridium-difluorphos-catalyzed asymmetric hydrogenation of 2-alkyl- and 2-aryl-substituted quinoxalines: A general and efficient route into tetrahydroquinoxalines

Damien Cartigny, Takuto Nagano, Tahar Ayad, Jean Pierre Genêt, Takashi Ohshima, Kazushi Mashima, Virginie Ratovelomanana-Vidala

Research output: Contribution to journalArticle

60 Citations (Scopus)

Abstract

A highly efficient and general iridium-difluorphos-catalyzed asymmetric hydrogenation of diverse 2-alkyl- and 2-aryl-substituted quinoxalines into biologically and pharmaceutically relevant 2-substituted-1,2,3,4- tetrahydroquinoxaline units has been developed. High isolated yields and excellent enantioselectivities of up to 95% for 2-alkyl-substituted quinoxalines and of up to 94% for 2-aryl-substituted quinoxalines were obtained.

Original languageEnglish
Pages (from-to)1886-1891
Number of pages6
JournalAdvanced Synthesis and Catalysis
Volume352
Issue number11-12
DOIs
Publication statusPublished - Sep 13 2010
Externally publishedYes

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Iridium
Quinoxalines
Enantioselectivity
Hydrogenation

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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Iridium-difluorphos-catalyzed asymmetric hydrogenation of 2-alkyl- and 2-aryl-substituted quinoxalines : A general and efficient route into tetrahydroquinoxalines. / Cartigny, Damien; Nagano, Takuto; Ayad, Tahar; Genêt, Jean Pierre; Ohshima, Takashi; Mashima, Kazushi; Ratovelomanana-Vidala, Virginie.

In: Advanced Synthesis and Catalysis, Vol. 352, No. 11-12, 13.09.2010, p. 1886-1891.

Research output: Contribution to journalArticle

Cartigny, Damien ; Nagano, Takuto ; Ayad, Tahar ; Genêt, Jean Pierre ; Ohshima, Takashi ; Mashima, Kazushi ; Ratovelomanana-Vidala, Virginie. / Iridium-difluorphos-catalyzed asymmetric hydrogenation of 2-alkyl- and 2-aryl-substituted quinoxalines : A general and efficient route into tetrahydroquinoxalines. In: Advanced Synthesis and Catalysis. 2010 ; Vol. 352, No. 11-12. pp. 1886-1891.
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