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Déconjugaison d'énones dérivées de sucres Communication préliminaire

✍ Scribed by Jean M. J. Tronchet; Bernard Gentile; Tho Nguyen-Xuan

Publisher
John Wiley and Sons
Year
1979
Tongue
German
Weight
187 KB
Volume
62
Category
Article
ISSN
0018-019X

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✦ Synopsis

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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