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Volumn 16, Issue 9, 2010, Pages 2688-2691

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

Author keywords

Br nsted acid; Hantzsch ester; Organocatalysis; Pyrazine; Pyridine; Transfer hydrogenation

Indexed keywords

ORGANOCATALYSIS; PYRAZINE; PYRAZINES; TRANSFER HYDROGENATION; TRANSFER HYDROGENATIONS;

EID: 77149176225     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200902907     Document Type: Article
Times cited : (170)

References (91)
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    • Selected reviews on enantioselective hydrogenations: a H.-U. Blaser, C. Malan, B. Pugin, F. Spindler, H. Steiner, M. Studer, Adv. Synth. Catal. 2003, 345, 103;
    • Selected reviews on enantioselective hydrogenations: a) H.-U. Blaser, C. Malan, B. Pugin, F. Spindler, H. Steiner, M. Studer, Adv. Synth. Catal. 2003, 345, 103;
  • 34
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    • during the referee process two manuscripts on the highly enantioselective hydrogenations of quinoxalines appeared: e W. Tang, L. Xu, Q.-H. Fan, J. Wang, B. Fan, Z. Zhou, K.-H. Lam, A. S. C. Chan, Angew. Chem. 2009, 121, 9299;
    • during the referee process two manuscripts on the highly enantioselective hydrogenations of quinoxalines appeared: e) W. Tang, L. Xu, Q.-H. Fan, J. Wang, B. Fan, Z. Zhou, K.-H. Lam, A. S. C. Chan, Angew. Chem. 2009, 121, 9299;
  • 42
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    • This is not surprising, as the basic products are often good ligands for metal-catalysts
    • This is not surprising, as the basic products are often good ligands for metal-catalysts.
  • 43
    • 34447306019 scopus 로고    scopus 로고
    • Selected reviews on organocatalytic transfer hydrogenations: A) S.-L. You
    • Selected reviews on organocatalytic transfer hydrogenations: a) S.-L. You, Chem. Asian J. 2007, 2, 820;
    • (2007) Chem. Asian J , vol.2 , pp. 820
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    • 0001436503 scopus 로고    scopus 로고
    • Earlier examples on the transfer hydrogenation of imines with Hantzsch ester: d J. B. Steevens, U. K. Pandit, Tetrahedron 1983, 39, 1395;
    • Earlier examples on the transfer hydrogenation of imines with Hantzsch ester: d) J. B. Steevens, U. K. Pandit, Tetrahedron 1983, 39, 1395;
  • 50
    • 25444480017 scopus 로고    scopus 로고
    • Selected articles on phosphoric acid catalysed transfer hydrogenations: a M. Rueping, C. Azap, E. Sugiono, T. Theissmann, Synlett 2005, 2367;
    • Selected articles on phosphoric acid catalysed transfer hydrogenations: a) M. Rueping, C. Azap, E. Sugiono, T. Theissmann, Synlett 2005, 2367;
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    • Selected examples from our group
    • Selected examples from our group: M. Rueping, E. Sugiono, C. Azap, Angew. Chem. 2006, 118, 2679;
    • (2006) Angew. Chem , vol.118 , pp. 2679
    • Rueping, M.1    Sugiono, E.2    Azap, C.3
  • 91
    • 77149156056 scopus 로고    scopus 로고
    • Applying these reaction conditions to alkyl-substituted quinoxalines resulted so far in lower enantioselectivities. For instance 2- methyltetrahydroquinoxaline can be isolated with an enantiomeric excess of 64% ee
    • Applying these reaction conditions to alkyl-substituted quinoxalines resulted so far in lower enantioselectivities. For instance 2- methyltetrahydroquinoxaline can be isolated with an enantiomeric excess of 64% ee.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.