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Volumn 40, Issue 25, 1999, Pages 4655-4658

Concurrent ring opening and halogenation of spiroketals

Author keywords

Acetals; Enol ethers; Phosphonium salts; Steroids and sterols

Indexed keywords

ACETAL DERIVATIVE; ACETIC ACID DERIVATIVE; ETHER DERIVATIVE; HECOGENIN ACETIC ACID; PHOSPHINE DERIVATIVE; SPIRO COMPOUND; UNCLASSIFIED DRUG;

EID: 0033580858     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00827-8     Document Type: Article
Times cited : (16)

References (33)
  • 14
    • 0013624778 scopus 로고    scopus 로고
    • note
    • 2O (ref 9c). However, mineral acids have been found to be generally unsuitable as catalysts for opening steroidal spiroketals due to redox-mediated epimerization at C25 (ref 12).
  • 15
    • 0004208435 scopus 로고
    • Rheinhold:NY, and references therein
    • 9. (a) Fieser, L. F. and Fieser, M. Steroids; Rheinhold:NY, 1959 and references therein;
    • (1959) Steroids
    • Fieser, L.F.1    Fieser, M.2
  • 16
    • 0000627380 scopus 로고
    • 5-3,26-ditosylate was selectively (80%) hydrolyzed
    • 5-3,26-ditosylate was selectively (80%) hydrolyzed;
    • (1961) J. Am. Chem. Soc. , vol.83 , pp. 1460
    • Uhle, F.C.1
  • 24
    • 0013573054 scopus 로고    scopus 로고
    • note
    • 2: 4d (see ref 5 Supp. Info.): 3.23 (1H, dd, J=9.6, 4.3), 3.14 (1H, dd, J=9.6, 5.7); 4e: 3.47 (1H, dd, J=10.6, 5.1), 3.40 (1H, dd, J=10.6, 6.1).
  • 25
    • 0013625495 scopus 로고    scopus 로고
    • manuscript in preparation
    • 14. LaCour, T. G. and Fuchs, P. L. manuscript in preparation.
    • LaCour, T.G.1    Fuchs, P.L.2
  • 31
    • 0013573472 scopus 로고    scopus 로고
    • note
    • (c) The cyclic THP C-O bond is not cleaved. The dihydropyran product may arise via an α-bromo-THP.
  • 33
    • 0013597805 scopus 로고    scopus 로고
    • note
    • 2.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.