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Volumn 9, Issue 1, 2007, Pages 145-148

Total synthesis of herbimycin A

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EID: 33846451033     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol062642i     Document Type: Article
Times cited : (48)

References (45)
  • 14
  • 40
    • 0023588127 scopus 로고    scopus 로고
    • The synthesis of compound 16 is described in the literature. See: Guay, V.; Brassard, P. J. Heterocycl. Chem. 1987, 24, 1649-1652.
    • The synthesis of compound 16 is described in the literature. See: Guay, V.; Brassard, P. J. Heterocycl. Chem. 1987, 24, 1649-1652.
  • 41
    • 33846441322 scopus 로고    scopus 로고
    • Configuration of the major isomer 18 was verified by formation in two steps of N-trityl compound already described by Nakata and Tatsuta (ref 5b).
    • Configuration of the major isomer 18 was verified by formation in two steps of N-trityl compound already described by Nakata and Tatsuta (ref 5b).
  • 42
    • 0035979030 scopus 로고    scopus 로고
    • Synthesis of trisubstituted alkenes from lactols: (a) Smith, A. B., III; Brandt, B. M. Org. Lett. 2001, 3, 1685-1688.
    • Synthesis of trisubstituted alkenes from lactols: (a) Smith, A. B., III; Brandt, B. M. Org. Lett. 2001, 3, 1685-1688.
  • 44
    • 0141713816 scopus 로고    scopus 로고
    • Wittig reaction on unsaturated lac'' tol: Tulshian, D. B.; Fraser-Reid, B. J. Am. Chem. Soc 1981, 103, 474-475.
    • Wittig reaction on unsaturated lac'' tol: Tulshian, D. B.; Fraser-Reid, B. J. Am. Chem. Soc 1981, 103, 474-475.
  • 45
    • 33846432074 scopus 로고    scopus 로고
    • The 1H NMR spectrum of our synthetical herbimycin A was identical to those provided by Prof. Panek (natural and synthetical) and identical to the spectrum of commercial herbimycin A purchased from Sigma-Aldrich. Optical rotations of our herbimycin A sample and of the commercially available one were respectively [α]20D +223 (c 0.14, CHCl3) and [α]20D +231 (c 0.05, CHCl3, These values are significantly higher than those described in the literature (ref 1a: [α]20 D +137 (c 1.0, CHCl3, ref 5a: [α] 25D +122 (c 0.20, CHCl3, ref 5c: [α]23D +127 c 0.15, CHCl3
    • 3)).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.