메뉴 건너뛰기




Volumn 7, Issue 13, 2005, Pages 2699-2701

New synthetic route for the enantioselective total synthesis of salinosporamide A and biologically active analogues

Author keywords

[No Author keywords available]

Indexed keywords

LACTACYSTIN BETA LACTONE; LACTONE; PYRROLE DERIVATIVE; SALINOSPORAMIDE A;

EID: 23044508316     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0508734     Document Type: Article
Times cited : (105)

References (27)
  • 13
    • 0041340694 scopus 로고    scopus 로고
    • For reviews on the application of titanacyclopropane reagents, see (a) Kulinkovich, O. G. Chem. Rev. 2003, 103, 2597-2632.
    • (2003) Chem. Rev. , vol.103 , pp. 2597-2632
    • Kulinkovich, O.G.1
  • 15
    • 0030567335 scopus 로고    scopus 로고
    • For the closest precedent to this cyclization involving δ,ε-enones, see: (a) Kablaoui, N. M.; Buchwald, S. L. J. Am. Chem. Soc. 1996, 118, 3182-3191.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 3182-3191
    • Kablaoui, N.M.1    Buchwald, S.L.2
  • 19
    • 0032479233 scopus 로고    scopus 로고
    • 3SiCl is slow relative to that with the aldehyde 8. The inclusion of TMSCl in the reaction mixture allows rapid silylation of the alkoxide intermediate formed by attack of the Grignard reagent on 8, thereby preventing retroaldol cleavage of this adduct. See: Corey, E. J.; Li. W.; Nagamitsu, T. Angew. Chem., Int. Ed. 1998, 37, 1676-1679.
    • (1998) Angew. Chem., Int. Ed. , vol.37 , pp. 1676-1679
    • Corey, E.J.1    Li, W.2    Nagamitsu, T.3
  • 27
    • 29844450437 scopus 로고    scopus 로고
    • note
    • +: 276.1002; found: 276.1006. The β-lactone 3 prepared by the route shown in Scheme 1 was identical with a sample of 3 that had been synthesized in these laboratories by a different route (submitted for publication).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.