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Volumn 9, Issue 3, 2007, Pages 413-415

Highly enantioselective Michael addition of cyclic 1,3-dicarbonyl compounds to α,β-unsaturated ketones

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; AMINE; ANTICOAGULANT AGENT; KETONE; QUININE; SOLVENT;

EID: 33847051264     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol062718a     Document Type: Article
Times cited : (193)

References (55)
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    • For reviews, see: a
    • For reviews, see: (a) Sibi, M. P.; Manyem, S. Tetrahedron 2000, 56, 8033.
    • (2000) Tetrahedron , vol.56 , pp. 8033
    • Sibi, M.P.1    Manyem, S.2
  • 7
    • 22144459070 scopus 로고    scopus 로고
    • Hayashi, Y.; Gotoh, H.; Hayashi, T.;-Shoji, M. Angew. Chem. Int. Ed. 2005, 44, 4212.
    • (e) Hayashi, Y.; Gotoh, H.; Hayashi, T.;-Shoji, M. Angew. Chem. Int. Ed. 2005, 44, 4212.
  • 16
    • 32844457119 scopus 로고    scopus 로고
    • For a review, see:, 819. For selected examples, see
    • (a) For a review, see: List, B. Chem. Commun. 2006, 819. For selected examples, see:
    • (2006) Chem. Commun
    • List, B.1
  • 31
    • 0000497004 scopus 로고    scopus 로고
    • For asymmetric reactions of α,β-unsaturated ketones catalyzed by secondary amines, see: a, and references therein
    • For asymmetric reactions of α,β-unsaturated ketones catalyzed by secondary amines, see: (a) Hanessian, S.; Pham, V. Org. Lett. 2000, 2, 2975 and references therein.
    • (2000) Org. Lett , vol.2 , pp. 2975
    • Hanessian, S.1    Pham, V.2
  • 42
    • 33845262220 scopus 로고    scopus 로고
    • During the preparation of this paper, a vicinal diamine-catalyzed synthesis of (R)-warfarin (92% ee) was reported, see: (a) Kim, H.; Yen, C.; Preston, P.; Chin, J. Org. Lett. 2006, 8, 5239. For other reports on stereoselective warfarin synthesis, see:
    • During the preparation of this paper, a vicinal diamine-catalyzed synthesis of (R)-warfarin (92% ee) was reported, see: (a) Kim, H.; Yen, C.; Preston, P.; Chin, J. Org. Lett. 2006, 8, 5239. For other reports on stereoselective warfarin synthesis, see:
  • 48
    • 33846463775 scopus 로고    scopus 로고
    • 389. For other examples of primary amines as iminium catalysts, see the following. For α,β-unsaturated aldehydes
    • (a) Xie, J.-W.; Chen, W.; Li, R.; Zeng, M.; Du, W.; Yue, L.; Chen, Y.-C.; Wu, Y.; Zhu, J.; Deng, J.-G. Angew. Chem. Int. Ed. 2007, 46, 389. For other examples of primary amines as iminium catalysts, see the following. For α,β-unsaturated aldehydes:
    • (2007) Angew. Chem. Int. Ed , vol.46
    • Xie, J.-W.1    Chen, W.2    Li, R.3    Zeng, M.4    Du, W.5    Yue, L.6    Chen, Y.-C.7    Wu, Y.8    Zhu, J.9    Deng, J.-G.10
  • 53
    • 33847019465 scopus 로고    scopus 로고
    • See ref 5a
    • (f) See ref 5a.
  • 54
    • 33847025184 scopus 로고    scopus 로고
    • For the Michael reaction of 4-hydroxycarbostyrils and benzylideneacetone in a racemic form, see: Boetius, M, Carstens, E, Meyer, C. 4-Hydroxycarbostyril derivatives. Patent DD 13870, 1957
    • For the Michael reaction of 4-hydroxycarbostyrils and benzylideneacetone in a racemic form, see: Boetius, M.; Carstens, E.; Meyer, C. 4-Hydroxycarbostyril derivatives. Patent DD 13870, 1957.
  • 55
    • 33847046645 scopus 로고    scopus 로고
    • The computational studies were conducted with hyperchem 7.5 software, see ref. 6a, Supporting Information
    • The computational studies were conducted with hyperchem 7.5 software, see ref. 6a, Supporting Information


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.