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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
Date de parution
1996
In
Tetrahedron, Elsevier, 1996/52/13/4645-4658
Résumé
While attempting to synthesize a potential inhibitor of the biosynthetic step of formation of PBG, 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 diastereoselectivity.
Autre version
http://dx.doi.org/10.1016/0040-4020(96)00167-6
Type de publication
Resource Types::text::journal::journal article
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