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Volumn , Issue 15, 2010, Pages 2340-2344

Organocatalytic enantioselective Michael additions of malonates to 2-cyclopentenone

Author keywords

enone; malonate; Michael addition; organocatalysis; proton relay

Indexed keywords

ALPHA,ALPHA DIPHENYL 2 PYRROLIDINEMETHANOL; CYCLOPENTENONE; DIBENZYL MALONATE; MALONIC ACID DERIVATIVE; METHANOL DERIVATIVE; PROLINE; UNCLASSIFIED DRUG;

EID: 77956459060     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0030-1258533     Document Type: Article
Times cited : (27)

References (61)
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    • For recent reviews on organocatalytic Michael reactions, see
    • For recent reviews on organocatalytic Michael reactions, see:, Enders D, Wang C, Liebich J X., Chem. Eur. J. 2009 15 11058
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    • For iminium catalysis on cyclic enones, see
    • For iminium catalysis on cyclic enones, see:, Hanessian S, Pham V, Org. Lett. 2000 2 2975
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    • 33748247624 scopus 로고
    • For iminium catalysis in Michael addition of malonate to cyclic enones, see
    • For iminium catalysis in Michael addition of malonate to cyclic enones, see:, Yamaguchi M, Shiraishi T, Hirama M, Angew. Chem. Int. Ed. 1993 32 1176
    • (1993) Angew. Chem. Int. Ed. , vol.32 , pp. 1176
    • Yamaguchi, M.1    Shiraishi, T.2    Hirama, M.3
  • 36
    • 55049123683 scopus 로고    scopus 로고
    • For other organocatalytic Michael additions of nucleophiles to cyclic enones, see
    • For other organocatalytic Michael additions of nucleophiles to cyclic enones, see:, Jiang Z, Ye W, Yang Y, Tan C.-H, Adv. Synth. Catal. 2008 350 2345
    • (2008) Adv. Synth. Catal. , vol.350 , pp. 2345
    • Jiang, Z.1    Ye, W.2    Yang, Y.3    Tan, C.-H.4
  • 38
    • 0028377975 scopus 로고
    • For pioneering studies on metal-complex catalysis in Michael addition of malonate to cyclic enones, see
    • For pioneering studies on metal-complex catalysis in Michael addition of malonate to cyclic enones, see:, Sasai H, Arai T, Shibasaki M, J. Am. Chem. Soc. 1994 116 1571
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 1571
    • Sasai, H.1    Arai, T.2    Shibasaki, M.3
  • 40
    • 57149148424 scopus 로고    scopus 로고
    • Only one example of high enantioselectivity (>90% ee) in iminium catalysis using a primary-secondary diamine catalyst, reported by Zhaos group, has been identified
    • Only one example of high enantioselectivity (>90% ee) in iminium catalysis using a primary-secondary diamine catalyst, reported by Zhaos group, has been identified:, Yang Y.-Q, Zhao G, Chem. Eur. J. 2008 14 10888
    • (2008) Chem. Eur. J. , vol.14 , pp. 10888
    • Yang, Y.-Q.1    Zhao, G.2
  • 44
    • 68049121744 scopus 로고    scopus 로고
    • Reactions probably proceed through ammonium enolate mechanism using the catalyst not having acid moiety, such as 5, 10, and 11. See also
    • Reactions probably proceed through ammonium enolate mechanism using the catalyst not having acid moiety, such as 5, 10, and 11. See also:, Wong C T., Tetrahedron 2009 65 7491
    • (2009) Tetrahedron , vol.65 , pp. 7491
    • Wong, C.T.1
  • 45
    • 3042625080 scopus 로고    scopus 로고
    • An effective catalyst combination was identified using a fluorescence detection system for carbon-carbon bond formation, and then it was used for enantioselective aldol and Michael reactions
    • An effective catalyst combination was identified using a fluorescence detection system for carbon-carbon bond formation, and then it was used for enantioselective aldol and Michael reactions:, Mase N, Tanaka F, Barbas [nl]C F. III., Angew. Chem. Int. Ed. 2004 43 2420
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 2420
    • Mase, N.1    Tanaka, F.2    Barbas Iii, C.F.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.