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- W1530218507 abstract "La synthèse des cis-6-t-butyl-cis,cis-2-décalol, cis-6-t-butyl-cis,trans- 2-décalol, cis-6-t-butyl-trans,cis-2-décalol et cis-6-t-butyl-trans, trans-2-décalol a été réalisée par: (1) condensation du 4-t-butyl-1-morpholinocyclohex-1-éne et de la méthylvinylcétone, (2) réduction stéréosélective de la double liaison éthylénique de la Δ1,9-2-octalone obtenue après condensation. (3) réduction des cis-6-t-butyl-cis-2-décalone et cis-6-t-butyl-trans-2-décalone en les alcools épimères correspondants. L'examen des spectres RMN de ces alcools, ainsi que la détermination des grandeurs thermodynamiques caractéristiques des équilibres d'épimerisation OHa ⇌ OHc ont permis l'attribution de configuration des quatre alcools obtenus et partant des deux cétones parentes et de la Δ1,9-octalone initiale. The synthesis of cis-6-t-butyl-cis,cis-2-decalol, cis-6-t-butyl-cis,trans- 2-decalol, cis-6-t-butyl-trans,cis-2-decalol and cis-6-t-butyl-trans,trans-2-decalol has been achieved. The condensation of 4-t-butyl-1-morpholinocyclohex-1-ene with methylvinylketone gives cis-6-t-butyl-Δ1,9-2-octalone. By specific reduction of the ethylenic bond, it is easy to obtain cis-6-t-butyl-cis-2-decalone and cis-6-t-butyl-trans-2-decalone. These ketones were reduced under various conditions to give the corresponding alcohols. By means of RMN spectra and the thermodynamic data concerning the axial-equatorial equilibrium between the two systems of epimers, the configurations were determined." @default.
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- W1530218507 date "1969-01-01" @default.
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- W1530218507 title "Preparation et attribution de configuration des cis-6-t-butyl-trans,cis- et trans,trans-2-decalols et des cis-6-t-butyl-cis,cis- et cis, trans-2-decalols. Equilibration des alcools epimeres" @default.
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- W1530218507 doi "https://doi.org/10.1016/0040-4020(69)80037-2" @default.
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