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Volumn 49, Issue 48, 2010, Pages 9229-9232

Total synthesis of nominal banyaside b: Structural revision of the glycosylation site

Author keywords

aeruginosins; banyaside b; glycopeptides; natural products; total synthesis

Indexed keywords

AERUGINOSINS; BANYASIDE B; GLYCOPEPTIDES; NATURAL PRODUCTS; TOTAL SYNTHESIS;

EID: 78649607142     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201004047     Document Type: Article
Times cited : (22)

References (30)
  • 1
    • 57349166544 scopus 로고    scopus 로고
    • For a recent review on the chemistry of the aeruginosins, see
    • For a recent review on the chemistry of the aeruginosins, see:, K. Ersmark, J. R. Del Valle, S. Hanessian, Angew. Chem. 2008, 120, 1220
    • (2008) Angew. Chem. , vol.120 , pp. 1220
    • Ersmark, K.1    Del Valle, J.R.2    Hanessian, S.3
  • 10
    • 78649600510 scopus 로고    scopus 로고
    • EDC=1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochlo-ride, DCC=dicyclohexylcarbodiimide, BOPCl=bis(2-oxo-3-oxazolidinyl)phosphinic chloride, BOP=benzotriazole-1-yl-oxy-tris-(dimethylamino)-phosphonium hexafluorophosphate, DEPBT=3-(diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)- one, PyBOP=benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate, HATU=2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, HOBt=1-hydroxybenzotriazole
    • EDC=1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochlo-ride, DCC=dicyclohexylcarbodiimide, BOPCl=bis(2-oxo-3-oxazolidinyl)phosphinic chloride, BOP=benzotriazole-1-yl-oxy-tris-(dimethylamino)-phosphonium hexafluorophosphate, DEPBT=3-(diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)- one, PyBOP=benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate, HATU=2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, HOBt=1-hydroxybenzotriazole.
  • 11
    • 34250841544 scopus 로고    scopus 로고
    • Details may be found in the Supporting Information. The use of Leuch's anhydride was also examined; see
    • Details may be found in the Supporting Information. The use of Leuch's anhydride was also examined; see:, H. R. Kricheldorf, Angew. Chem. 2006, 118, 5884
    • (2006) Angew. Chem. , vol.118 , pp. 5884
    • Kricheldorf, H.R.1
  • 14
    • 78649549280 scopus 로고    scopus 로고
    • -3, T=173 K, reflections collected: 8319, independent reflections 4506 (R(int)=0.038), R(all)=0.0635, wR(gt)=0.0505. CCDC 779698 (6) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
    • -3, T=173 K, reflections collected: 8319, independent reflections 4506 (R(int)=0.038), R(all)=0.0635, wR(gt)=0.0505. CCDC 779698 (6) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via.
  • 15
    • 78649575763 scopus 로고    scopus 로고
    • Complete removal of the DCC-derived byproduct was found to be crucial for the successful preparation of 8
    • Complete removal of the DCC-derived byproduct was found to be crucial for the successful preparation of 8.
  • 28
    • 78649569184 scopus 로고    scopus 로고
    • For details, see the Supporting Information
    • For details, see the Supporting Information.
  • 30
    • 78649571192 scopus 로고    scopus 로고
    • DEAD=diethyl azodicarboxylate, dppa=diphenylphosphoryl azide
    • DEAD=diethyl azodicarboxylate, dppa=diphenylphosphoryl azide.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.