Influence des groupes tert-butyle, triméthylsilyle et triméthylgermyle sur la stéréochimie de réactions d'addition en série cyclohexénique. I. Synthèse des alcènes et hydroboration

Syntheses of 1-tert-butyl-(1a), 1-trimethylsilyl-(1b) and 1-trimethylgermanyl-4,4-dimethylcyclohexene (1c) are described as are those of 6-tert-butyl- (2a), 6-trimethylsilyl- (2b) and 6-trimethylgermanyl-3,3-dimethylcyclohexene (2c). The stereochemistry of the hydroboration of these alkenes is examined. The stereochemistry is governed, on the one hand, by the steric influence of the various substituents and on the other by the steric and electronic effects of the trimethylsilyl and trimethylgermanyl groups. [Journal translation]