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Volumn 74, Issue 21, 2009, Pages 8407-8409

Stereo- and regioselective synthesis of squalene tetraepoxide

Author keywords

[No Author keywords available]

Indexed keywords

BIOSYNTHETIC PRECURSORS; CHEMICAL EQUATIONS; DIEPOXIDES; ELECTRONIC CONTROLS; ENANTIOSELECTIVE EPOXIDATION; FARNESOL; NATURAL PRODUCTS; ORGANOCATALYTIC; REGIOSELECTIVE SYNTHESIS; TRITERPENOIDS;

EID: 70350707657     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo901920d     Document Type: Article
Times cited : (13)

References (19)
  • 7
    • 0001750007 scopus 로고    scopus 로고
    • Regioselectivity of the Shi epoxidation of geraniol
    • (a) Regioselectivity of the Shi epoxidation of geraniol: Shi, Z.-X.; Shi, Y. J. Org. Chem. 1998, 63, 3099.
    • (1998) J. Org. Chem. , vol.63 , pp. 3099
    • Shi, Z.-X.1    Shi, Y.2
  • 9
    • 0027052359 scopus 로고
    • The Shi epoxidation of geranyl acetate is apparently unknown. For regioselective (racemic) epoxidations of geranyl acetate, see: (a)
    • The Shi epoxidation of geranyl acetate is apparently unknown. For regioselective (racemic) epoxidations of geranyl acetate, see: (a) Dodd, D. S.; Oehlschlager, A. C.; Georgopapadakou, N. H.; Polak, A.-M.; Hartman, P. G. J. Org. Chem. 1992, 57, 7226.
    • (1992) J. Org. Chem. , vol.57 , pp. 7226
    • Dodd, D.S.1    Oehlschlager, A.C.2    Georgopapadakou, N.H.3    Polak, A.-M.4    Hartman, P.G.5
  • 14
    • 0000333384 scopus 로고
    • Regioselective (racemic) monoepoxidation of geranyl p-tolylsulfone
    • Regioselective (racemic) monoepoxidation of geranyl p-tolylsulfone: Eren, D.; Keinan, E. J. Am. Chem. Soc. 1988, 110, 4356.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 4356
    • Eren, D.1    Keinan, E.2
  • 15
    • 33745700292 scopus 로고    scopus 로고
    • Although epoxidations catalyzed by D-epoxone have provided the all-(R)-epoxides 8 and 9 resulting in all-(R)-squalene tetraepoxide ent-1, the (S)-antipodes of 8 and/or 9 can be prepared by using L-epoxone arising from L-fructose
    • Although epoxidations catalyzed by D-epoxone have provided the all-(R)-epoxides 8 and 9 resulting in all-(R)-squalene tetraepoxide ent-1, the (S)-antipodes of 8 and/or 9 can be prepared by using L-epoxone arising from L-fructose: Zhao, M.-X.; Shi, Y. J. Org. Chem. 2006, 71, 5377.
    • (2006) J. Org. Chem. , vol.71 , pp. 5377
    • Zhao, M.-X.1    Shi, Y.2
  • 19
    • 70350740348 scopus 로고    scopus 로고
    • 3N buffering). Once prepared, the allylic bromide 10 was immediately used
    • 3N buffering). Once prepared, the allylic bromide 10 was immediately used.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.