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Volumn , Issue 15, 2005, Pages 3348-3359

Preparation of intact hexahydrobenzofuran subunits of ivermectin by selective ozonolysis of the Δ3,4-intermediate secoester

Author keywords

Antibiotics; Chemoselectivity; Natural products; Ozonolysis; Transesterification

Indexed keywords


EID: 23044449122     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200500033     Document Type: Article
Times cited : (2)

References (68)
  • 7
    • 10244222679 scopus 로고
    • The Avermectins
    • (Ed.: N. F. Janes), The Royal Society of Chemistry, Special Edition, London
    • For reviews, see:a) M. H. Fisher, The Avermectins, in Recent Advances in the Chemistry of Insect control (Ed.: N. F. Janes), The Royal Society of Chemistry, Special Edition, London, 1985, p. 53;
    • (1985) Recent Advances in the Chemistry of Insect Control , pp. 53
    • Fisher, M.H.1
  • 29
    • 0035282626 scopus 로고    scopus 로고
    • and references cited therein
    • P. T. Meinke, J. Med. Chem. 2001, 44, 641-659 and references cited therein.
    • (2001) J. Med. Chem. , vol.44 , pp. 641-659
    • Meinke, P.T.1
  • 37
    • 0011949290 scopus 로고
    • and references cited therein
    • g) M. E. Jung, V. C. Truc, Tetrahedron Lett. 1988, 29, 6059-6062 and references cited therein;
    • (1988) Tetrahedron Lett. , vol.29 , pp. 6059-6062
    • Jung, M.E.1    Truc, V.C.2
  • 44
    • 23044441671 scopus 로고    scopus 로고
    • note
    • Generic Ivermectin is currently available in bulk quantities at a reasonable price.
  • 49
    • 0023280144 scopus 로고
    • a) The deconjugation procedure was found to be difficult to reproduce and was therefore subjected to complementary studies: S. Hanessian, D. Dubé, P. J. Hodges, J. Am. Chem. Soc. 1987, 109, 7063-7067;
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 7063-7067
    • Hanessian, S.1    Dubé, D.2    Hodges, P.J.3
  • 51
    • 0025893969 scopus 로고
    • a) Conversion of Avermectin B1a to a 19-epi Avermectin A1a: S. Hanessian, P. Chemla, Tetrahedron Lett. 1991, 32, 2719-2722;
    • (1991) Tetrahedron Lett. , vol.32 , pp. 2719-2722
    • Hanessian, S.1    Chemla, P.2
  • 60
    • 23044452338 scopus 로고    scopus 로고
    • [23]
    • [23]).
  • 62
    • 0000573749 scopus 로고
    • b) For an example with allylic alcohols, see: M. P. DeNinno, J. Am. Chem. Soc. 1995, 117, 9927-9928.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 9927-9928
    • Deninno, M.P.1
  • 63
    • 23044442956 scopus 로고    scopus 로고
    • note
    • Due to potential explosion hazard, evaporation of samples of ozonides was carried out with the minimum amount required for further analysis, behind a safety shield, and without heating.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.