Premium
Déconjugaison d'énones dérivées de sucres Communication préliminaire
Author(s) -
Tronchet Jean M. J.,
Gentile Bernard,
NguyenXuan Tho
Publication year - 1979
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19790620116
Subject(s) - chemistry , sugar , stereochemistry , concerted reaction , medicinal chemistry , biochemistry , catalysis
Deconjugation of sugars enones. Preliminary Communication Branched‐chain sugar enones 1 and 2 ( R = Ac) deconjugated toposelectively (only the E isomers reacting) to 3 . The same phenomenon was noted in the case of Z ‐ 4 which gave E ‐ 5 . The kinetic parameters of these reactions favored a concerted mechanism, i.e. a [1, 5]‐sigmatropic shift.
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