Chemical synthesis demonstrates efficient [4 + 3] cycloadditions using epoxy enol silanes with dienes, highlighting a selective route to complex ring systems with multiple stereocenters.
Using epoxy enol triethylsilanes as oxyallyl cation precursors, [4 + 3] cycloadditions with various dienes occur under catalysis by silyl triflates and acids in good yields. The intramolecular [4 + 3] cycloaddition proceeds under mild conditions and generate hydroxylated cycloadducts with high diastereoselectivity and yields. Enantiomerically pure epoxy enol silanes have been shown to give excellent yields of the optically pure cycloadduct bearing multiple stereocenters.
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Chung et al. (2009) studied this question.
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