Abstract
A novel strategy has been developed for the synthesis of spiro compounds by the coupling of aldehydes with homoallylic alcohols derived from (±)-isopulegol with high selectivity in the presence of conventional Lewis acid BF3.OEt2 at −70 °C. This is the first report on the synthesis of mono-terpene fused spirotetrahydropyranyl derivatives. This method provides direct access to divergent spiro frameworks by Prins bicyclization.
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