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Volumn , Issue 30, 2008, Pages 5067-5078

Total synthesis of cyclotheonamide C by use of an α-keto cyanophosphorane methodology for peptide assembly

Author keywords

keto amino acids; keto cyanophosphoranes; Macrocyclic peptide; Natural product synthesis; Total synthesis

Indexed keywords


EID: 55049103551     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200800591     Document Type: Article
Times cited : (11)

References (46)
  • 41
    • 55049129331 scopus 로고    scopus 로고
    • As a further indication of their fragility, we noticed that α-keto cyanophosphorane building blocks undergo some transformation (possibly an epimerisation) upon storage for a week in a deep freezer. For more details, see the experimental part
    • As a further indication of their fragility, we noticed that α-keto cyanophosphorane building blocks undergo some transformation (possibly an epimerisation) upon storage for a week in a deep freezer. For more details, see the experimental part.
  • 42
    • 0036008099 scopus 로고    scopus 로고
    • Interestingly, a vinylogous dehydrovaline derivative was obtained from flash vacuum pyrolysis of an appropriate α-keto alkoxycarbonylphosphorane, albeit in low yield; see
    • Interestingly, a vinylogous dehydrovaline derivative was obtained from flash vacuum pyrolysis of an appropriate α-keto alkoxycarbonylphosphorane, albeit in low yield; see: R. A. Aitken, N. Karodia, T. Massil, R. J. Young, J. Chem. Soc. Perkin Trans. 1 2002, 533-541.
    • (2002) J. Chem. Soc. Perkin Trans. 1 , pp. 533-541
    • Aitken, R.A.1    Karodia, N.2    Massil, T.3    Young, R.J.4
  • 45
    • 28844466070 scopus 로고    scopus 로고
    • For a recent review of this methodology, see
    • For a recent review of this methodology, see: R. J. K. Taylor, M. Reid, J. Foot, S. A. Raw, Acc. Chem. Res. 2005, 38, 851-869.
    • (2005) Acc. Chem. Res , vol.38 , pp. 851-869
    • Taylor, R.J.K.1    Reid, M.2    Foot, J.3    Raw, S.A.4
  • 46
    • 12944307318 scopus 로고    scopus 로고
    • In a recent total synthesis of cryptophycin 3, TBTU/HOBt was the preferred coupling system for a macrocyclisation step requiring activation of a β-substituted acrylic C terminus; see: P. Danner, M. Bauer, P. Phukan, M. E. Maier, Chem. 2005, 317-325
    • In a recent total synthesis of cryptophycin 3, TBTU/HOBt was the preferred coupling system for a macrocyclisation step requiring activation of a β-substituted acrylic C terminus; see: P. Danner, M. Bauer, P. Phukan, M. E. Maier, Eur. J. Org. Chem. 2005, 317-325.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.