SCHEDULED MAINTENANCE
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.
M. Yoshitake, M. Yamamoto, S. Kohmoto and K. Yamada, J. Chem. Soc., Perkin Trans. 1, 1991, 2157 DOI: 10.1039/P19910002157
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