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Volumn 19, Issue 46, 1978, Pages 4487-4490

Reduction of cyclic enone with bulky trialkylborohydrides

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Indexed keywords


EID: 13144267081     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(01)95259-1     Document Type: Article
Times cited : (16)

References (8)
  • 3
    • 84914391632 scopus 로고    scopus 로고
    • Product ratios were determined by integration of the vinyl proton of the 180MHz or 60MHz PMR spectra of the products. The vinyl proton of the β-allylic alcohols occur as a broadened singlet at slightly higher field than the vinyl proton (doublet, J=4.5 Hz) of the α-anylic alcohols.
  • 4
    • 84914391631 scopus 로고    scopus 로고
    • Ethers 6 and 7 were prepared via the following schemes:
  • 5
    • 84914391630 scopus 로고    scopus 로고
    • Complexation of L-Selectride with the C-9α oxygen could effectively hinder the underside (α-face) of the molecule, necessitating approach of another molecule of reducing agent from the top (β-face). The C-9α substituent is too far removed from the carbonyl carbon to assist in delivering the reducing agent via intramolecular assistance from the α-face.
  • 6
    • 0343410809 scopus 로고
    • The chemistry of 2-methyltetrahydropyran-4-one: An L-Selectride reaction that gives predominantly the equatorial alcohol
    • For a recent example of intramolecular assistance by an ether oxygen during a Selectride reduction see
    • (1977) Canadian Journal of Chemistry , vol.56 , pp. 789
    • Wigfield1    Feiner2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.