메뉴 건너뛰기




Volumn 47, Issue 40, 2008, Pages 7710-7713

Asymmetric aza-Michael reactions of α,β-unsaturated ketones with bifunctional organic catalysts

Author keywords

Alkaloids; Amines; Asymmetric catalysis; Enones; Michael addition

Indexed keywords

CATALYSTS; KETONES; METAL COMPLEXES; METALLIC COMPOUNDS; ORGANIC COMPOUNDS;

EID: 54749123572     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200802785     Document Type: Article
Times cited : (117)

References (46)
  • 1
    • 14944358971 scopus 로고    scopus 로고
    • For recent reviews of enantioselective aza-Michael reactions, see: a
    • For recent reviews of enantioselective aza-Michael reactions, see: a) L.-W. Xu, C.-G. Xia, Eur. J. Org. Chem. 2005, 633-639;
    • (2005) Eur. J. Org. Chem , pp. 633-639
    • Xu, L.-W.1    Xia, C.-G.2
  • 3
    • 0032496927 scopus 로고    scopus 로고
    • For examples of highly enantioselective aza-Michael additions to carboxylic acid derivatives or surrogates, catalyzed by metal-based Lewis acids, see: a M. P. Sibi, J. J. Shay, M. Liu, C. P. Jasperse, J. Am. Chem. Soc. 1998, 120, 6615-6616;
    • For examples of highly enantioselective aza-Michael additions to carboxylic acid derivatives or surrogates, catalyzed by metal-based Lewis acids, see: a) M. P. Sibi, J. J. Shay, M. Liu, C. P. Jasperse, J. Am. Chem. Soc. 1998, 120, 6615-6616;
  • 7
    • 0037037981 scopus 로고    scopus 로고
    • For examples of highly enantioselective aza-Michael reactions to bamino ketones, catalyzed by metal-based Lewis acids, see: a X. L. Jin, H. Sugihara, K. Daikai, H. Tateishi, Y. Z. Jin, H. Furuno, J. Inanaga, Tetrahedron 2002, 58, 8321-8329;
    • For examples of highly enantioselective aza-Michael reactions to bamino ketones, catalyzed by metal-based Lewis acids, see: a) X. L. Jin, H. Sugihara, K. Daikai, H. Tateishi, Y. Z. Jin, H. Furuno, J. Inanaga, Tetrahedron 2002, 58, 8321-8329;
  • 11
    • 3342948302 scopus 로고    scopus 로고
    • For an example of highly enantioselective aza-Michael reactions of carbamates with α′-hydroxyenones, see
    • For an example of highly enantioselective aza-Michael reactions of carbamates with α′-hydroxyenones, see: C. Palomo, M. Oiarbide, R. Halder, M. Kelso, E. Gómez-Bengon, J. M. Garcia, J. Am. Chem. Soc. 2004, 126, 9188-9189.
    • (2004) J. Am. Chem. Soc , vol.126 , pp. 9188-9189
    • Palomo, C.1    Oiarbide, M.2    Halder, R.3    Kelso, M.4    Gómez-Bengon, E.5    Garcia, J.M.6
  • 12
    • 54749100498 scopus 로고    scopus 로고
    • For examples of highly enantioselective aza-Michael reactions to carboxylic acid derivatives or surrogates catalyzed by chiral organic catalysts see: a T. E. Horstmann, D. J. Guerin, S. J. Miller, Angew. Chem. 2000, 112, 3781-3784;
    • For examples of highly enantioselective aza-Michael reactions to carboxylic acid derivatives or surrogates catalyzed by chiral organic catalysts see: a) T. E. Horstmann, D. J. Guerin, S. J. Miller, Angew. Chem. 2000, 112, 3781-3784;
  • 13
    • 0034675660 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2000, 39, 3635-3638;
    • (2000) Angew. Chem. Int. Ed , vol.39 , pp. 3635-3638
  • 16
    • 33746326181 scopus 로고    scopus 로고
    • For examples of enantioselective aza-Michael reactions of enals catalyzed by chiral organic catalysts, see: a K. Young, M. Y. Chen, D.W. C. MacMillan, J. Am. Chem. Soc. 2006, 128, 9328-9329;
    • For examples of enantioselective aza-Michael reactions of enals catalyzed by chiral organic catalysts, see: a) K. Young, M. Y. Chen, D.W. C. MacMillan, J. Am. Chem. Soc. 2006, 128, 9328-9329;
  • 20
    • 33846551705 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 778-781;
    • (2007) Angew. Chem. Int. Ed , vol.46 , pp. 778-781
  • 22
    • 34250157969 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 1983-1987;
    • (2007) Angew. Chem. Int. Ed , vol.46 , pp. 1983-1987
  • 26
    • 34247597207 scopus 로고    scopus 로고
    • For examples of moderately enantioselective aza-Michael reactions of enones catalyzed by chiral organic catalysts: see: a D. Perdicchia, K. A. Jørgensen, J. Org. Chem. 2007, 72, 3565-3568;
    • For examples of moderately enantioselective aza-Michael reactions of enones catalyzed by chiral organic catalysts: see: a) D. Perdicchia, K. A. Jørgensen, J. Org. Chem. 2007, 72, 3565-3568;
  • 28
    • 33745715054 scopus 로고    scopus 로고
    • For recent reviews of iminium catalysis, see: a
    • For recent reviews of iminium catalysis, see: a) G. Lelais, D.W. C. MacMillan, Aldrichimica Acta 2006, 39, 79-87;
    • (2006) Aldrichimica Acta , vol.39 , pp. 79-87
    • Lelais, G.1    MacMillan, D.W.C.2
  • 30
    • 33749516633 scopus 로고    scopus 로고
    • For examples of enantioselective transfer hydrogenation of enones, see: a J. B. Tuttle, S. G. Ouellet, D. W. C. MacMillan, J. Am. Chem. Soc. 2006, 128, 12662-12663;
    • For examples of enantioselective transfer hydrogenation of enones, see: a) J. B. Tuttle, S. G. Ouellet, D. W. C. MacMillan, J. Am. Chem. Soc. 2006, 128, 12662-12663;
  • 32
    • 0029161459 scopus 로고    scopus 로고
    • Cinchona alkaloid 4 was first reported by: H. Brunner, J. Bügler, B. Nuber, Tetrahedron: Asymmetry 1995, 6, 1699-1702.
    • Cinchona alkaloid 4 was first reported by: H. Brunner, J. Bügler, B. Nuber, Tetrahedron: Asymmetry 1995, 6, 1699-1702.
  • 33
    • 54749137832 scopus 로고    scopus 로고
    • For 4-catalyzed asymmetric reactions, see: a J.-W. Xie, W. Chen, R. Li, M. Zeng, W. Du, L. Yue, Y.-C. Chen, Y. Wu, J. Zhu, J.-G. Deng, Angew. Chem. 2007, 119, 393-396;
    • For 4-catalyzed asymmetric reactions, see: a) J.-W. Xie, W. Chen, R. Li, M. Zeng, W. Du, L. Yue, Y.-C. Chen, Y. Wu, J. Zhu, J.-G. Deng, Angew. Chem. 2007, 119, 393-396;
  • 34
    • 33846463775 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 389-392;
    • (2007) Angew. Chem. Int. Ed , vol.46 , pp. 389-392


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.