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Volumn 4, Issue 5, 2009, Pages 725-741

Total synthesis of ouabagenin and ouabain

Author keywords

Cycloaddition; Glycosides; Glycosylation; Steroids; Total synthesis

Indexed keywords

BUTENOLIDE; DEGRADATION STUDY; GLYCOSIDATION; GLYCOSIDES; GROUP MANIPULATIONS; LATE STAGE; OUABAGENIN; RAPID CONSTRUCTION; STEROIDS; TOTAL SYNTHESIS;

EID: 67649124380     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.200800429     Document Type: Article
Times cited : (52)

References (89)
  • 2
    • 0032142732 scopus 로고    scopus 로고
    • For a review of cardiac glycosides, see
    • For a review of cardiac glycosides, see P. S. Steyn, F. R. Heerden, Nat. Prod. Rep. 1998, 397-413.
    • (1998) Nat. Prod. Rep. , pp. 397-413
    • Steyn, P.S.1    Heerden, F.R.2
  • 4
    • 84855658351 scopus 로고
    • A. Arnaud, Compt. Rendu 1888, 107, 1162
    • A. Arnaud, Compt. Rendu 1888, 106, 1011; A. Arnaud, Compt. Rendu 1888, 107, 1162.
    • (1888) Compt. Rendu , vol.106 , pp. 1011
    • Arnaud, A.1
  • 18
    • 53549118811 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2002, 41, 4125-4128
    • M. E. Jung, P. Davidov, Angew. Chem. 2002, 114, 4299 -4302; Angew. Chem. Int. Ed. 2002, 41, 4125-4128;
    • (2002) Angew. Chem. , vol.114 , pp. 4299-4302
    • Jung, M.E.1    Davidov, P.2
  • 30
    • 67650311988 scopus 로고    scopus 로고
    • is not stable and undergoes polymerization if concentrated
    • is not stable and undergoes polymerization if concentrated.
  • 41
    • 0000908861 scopus 로고
    • Reduction of carboxylic acid derivatives to alcohols, ethers and amines
    • (Ed.: B. M. Trost)
    • Reduction of Carboxylic Acid Derivatives to Alcohols, Ethers and Amines," A. G. M. Barrett, in Comprehensive Organic Synthesis (Ed.: B. M. Trost), 1991, Vol. 8, pp. 244.
    • (1991) Comprehensive Organic Synthesis , vol.8 , pp. 244
    • Barrett, A.G.M.1
  • 50
    • 0033612754 scopus 로고    scopus 로고
    • There are only two examples in the literature about the formation of orthoester by DDQ oxidation of PMB ether:
    • There are only two examples in the literature about the formation of orthoester by DDQ oxidation of PMB ether: D. A. Evans, D. H. B. Ripin, D. P. Halstead, K. R. Campos, J. Am. Chem. Soc. 1999, 121, 6816 - 6826;
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 6816-6826
    • Evans, D.A.1    Ripin, D.H.B.2    Halstead, D.P.3    Campos, K.R.4
  • 68
    • 67650287269 scopus 로고    scopus 로고
    • We also tried to protect ouabagenin as 1,11,19-trisacetates under several other conditions, but failed, see Ref. [36]
    • We also tried to protect ouabagenin as 1,11,19-trisacetates under several other conditions, but failed, see Ref. [36].
  • 74
  • 75
    • 67650302463 scopus 로고    scopus 로고
    • Natural ouabain was obtained from Sigma-Aldrich company
    • Natural ouabain was obtained from Sigma-Aldrich company.
  • 84
    • 0000815238 scopus 로고
    • Angew. Chem. Int. Ed. Engl. 1986, 25, 212-235
    • R. R. Schmidt, Angew. Chem. 1986, 98, 213 -236; Angew. Chem. Int. Ed. Engl. 1986, 25, 212-235
    • (1986) Angew. Chem. , vol.98 , pp. 213-236
    • Schmidt, R.R.1
  • 87
    • 37949055837 scopus 로고
    • R. R. Schmidt, Front. Nat. Prod. Res. 1996, 1, 20 -54; d) R. R. Schmidt, Pure Appl. Chem. 1989, 61, 1257-1270
    • (1989) Front. Nat. Prod. , vol.61 , pp. 1257-1270
    • Schmidt, R.R.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.