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Volumn 76, Issue 2, 2011, Pages 676-679

Organocatalytic stereoselective epoxidation of trisubstituted acrylonitriles

Author keywords

[No Author keywords available]

Indexed keywords

BUTYL HYDROPEROXIDE; DIASTEREO-SELECTIVITY; ENANTIOSELECTIVE EPOXIDATION; FUNCTIONALIZED; ORGANOCATALYTIC; STEREO-SELECTIVE;

EID: 78651482577     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo102020a     Document Type: Article
Times cited : (43)

References (73)
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    • For a general review on lantanoids/BINOL catalyzed reactions, see:;, For selected examples, see:;;;; J. Am. Chem. Soc. 1997, 119, 2329
    • For a general review on lantanoids/BINOL catalyzed reactions, see: Shibasaki, M.; Yoshikawa, N. Chem. Rev. 2002, 102, 2187 For selected examples, see: Bougauchi, M.; Watanabe, S.; Arai, T.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc. 1997, 119, 2329
    • (2002) Chem. Rev. , vol.102 , pp. 2187
    • Shibasaki, M.1    Yoshikawa, N.2    Bougauchi, M.3    Watanabe, S.4    Arai, T.5    Sasai, H.6    Shibasaki, M.7
  • 56
    • 0035252966 scopus 로고    scopus 로고
    • For diastereoselective epoxidation of chiral electron-deficient alkenes, see
    • For diastereoselective epoxidation of chiral electron-deficient alkenes, see: Fraile, G. M.; García, J. I.; Marco, D.; Mayoral, J. A. Appl. Catal., A 2001, 207, 239
    • (2001) Appl. Catal., A , vol.207 , pp. 239
    • Fraile, G.M.1    García, J.I.2    Marco, D.3    Mayoral, J.A.4
  • 61
    • 2442515215 scopus 로고    scopus 로고
    • For an example of diastereoselective reduction of acyclic α,β-epoxy ketones with Selectrides, see
    • For an example of diastereoselective reduction of acyclic α,β-epoxy ketones with Selectrides, see: Capriati, V.; Florio, S.; Luisi, R.; Nuzzo, I. J. Org. Chem. 2004, 69, 3330
    • (2004) J. Org. Chem. , vol.69 , pp. 3330
    • Capriati, V.1    Florio, S.2    Luisi, R.3    Nuzzo, I.4
  • 68
    • 78651481626 scopus 로고    scopus 로고
    • A significant increase of diastereocontrol was observed in the reduction of compound 3a when using chelating reducing agents such as K-and L-Selectride which would be in agreement with the chelation of the oxygen of both the epoxide and ketone moieties to the metal
    • A significant increase of diastereocontrol was observed in the reduction of compound 3a when using chelating reducing agents such as K-and L-Selectride which would be in agreement with the chelation of the oxygen of both the epoxide and ketone moieties to the metal.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.