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Volumn 3, Issue 22, 2001, Pages 3535-3538

One-step convergent synthesis of the steroid ring system via the coupling of γ,δ-unsaturated fischer carbene complexes with o-ethynylbenzaldehyde

Author keywords

[No Author keywords available]

Indexed keywords

BENZALDEHYDE DERIVATIVE; CHELATING AGENT; CHROMIUM; CYCLOPENTANE DERIVATIVE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; ETHYNYLBENZALDEHYDE; STEROID;

EID: 0035516108     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0166404     Document Type: Article
Times cited : (37)

References (48)
  • 31
    • 0001313853 scopus 로고
    • Previous utilization of Fischer carbene complexes for steroid ring construction has been documented; however, they are unrelated to the reaction under discussion in this paper, (a) Bao, J.; Dragisch, V.; Winglowsky, S.; Wulff, W. D. J. Am. Chem. Soc. 1991, 113, 9873-9875.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 9873-9875
    • Bao, J.1    Dragisch, V.2    Winglowsky, S.3    Wulff, W.D.4
  • 39
    • 0029789262 scopus 로고    scopus 로고
    • (c) For specific use of this reaction for the synthesis of γ,δ-unsaturated carbene complexes, see: Moser, W. H. Hegedus, L. S. J. Am. Chem. Soc. 1996, 118, 7873-7880.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 7873-7880
    • Moser, W.H.1    Hegedus, L.S.2
  • 40
    • 0034708719 scopus 로고    scopus 로고
    • Nakamura, S.; Watanabe, Y.; Toru, T. J. Org. Chem. 2000, 65, 1758-1766, We have noticed that sulfoxide elimination from the initial adduct of 15 and 16 is surprisingly rapid at room temperature; the literature suggests the use of fluoride ion for simultaneous silicon and sulfoxide elimination.
    • (2000) J. Org. Chem. , vol.65 , pp. 1758-1766
    • Nakamura, S.1    Watanabe, Y.2    Toru, T.3
  • 41
    • 0032849207 scopus 로고    scopus 로고
    • The sensitivity of the initial isobenzofuran Diels-Alder adducts is well-noted, (a) Friedrichsen, W.; Adv. Heterocycl. Chem. 1999, 73, 1-96.
    • (1999) Adv. Heterocycl. Chem. , vol.73 , pp. 1-96
    • Friedrichsen, W.1
  • 42
  • 43
    • 0024803676 scopus 로고
    • For discussions of endo-exo selectivity in intramolecular Diels-Alder reactions of isobenzofurans and related compounds, see: (a) Meegalla, S. K.; Rodrigo. R. Synthesis 1989, 942-944.
    • (1989) Synthesis , pp. 942-944
    • Meegalla, S.K.1    Rodrigo, R.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.