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  4. Diastereoselective synthesis of (1S,2S,3R,6S) 3-chloro-3-methyl-6-isopropenyl-1,2-cyclohexanediol via Prins reaction induced by zinc and trimethylsilyl chloride
 
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Diastereoselective synthesis of (1S,2S,3R,6S) 3-chloro-3-methyl-6-isopropenyl-1,2-cyclohexanediol via Prins reaction induced by zinc and trimethylsilyl chloride

Auteur(s)
Marty, Maurus
Stoeckli-Evans, Helen 
Institut de physique 
Neier, Reinhard 
Institut de chimie 
Date de parution
1996
In
Tetrahedron
Vol.
13
No
52
De la page
4645
A la page
4658
Mots-clés
  • CYCLIZATION
  • PIGMENTS
  • KETONES
  • RINGS
  • LIFE
  • CYCLIZATION

  • PIGMENTS

  • KETONES

  • RINGS

  • LIFE

Résumé
While attempting to synthesize a potential inhibitor of the biosynthetic step of formation of PEG, a novel catalytic system inducing the Prins reaction was discovered. Treatment of epoxy geranial with Zn and trimethylsilyl chloride gave (1S,2S,3R,6S) 3-Chloro-3-methyl-6-isopropenyl-1,2-cyclohexanediol in high diastereoselcctivity.
Identifiants
https://libra.unine.ch/handle/123456789/6385
Type de publication
journal article
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