Abstract
A novel and highly stereoselective 5-endo cyclisation of epoxy-allylic stannanes 1 promoted by BF3–Et2O has been discovered. The same reaction occurs with lower regio- and stereo-selectivity via an allylic lithium as a result of transmetallation. The selective formation of trans-3-alkenylcyclopentanols is expected to be of importance in terpenoid syntheses.
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