176695-89-9Relevant articles and documents
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
Marty, Maurus,Stoeckli-Evans, Helen,Neier, Reinhard
, p. 4645 - 4658 (1996)
While attempting to synthesize a potential inhibitor of the biosynthesis 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.