VINYLBORANES AS TRANS-DIHYDROXYETHYLENE EQUIVALENTS FOR DIELS-ALDER REACTIONS
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abstract
Several vinylboranes were explored as trans-1,2-dihydroxyethylene equivalents for Diels-Alder reactions. Use of the 1,2-bis(boryl)ethylene 4 allows the direct formation of 1,2-dihydroxycyclohexenes in high yield. The 2-phenyldimethylsilylvinylborane 8 is a good alternative that allows for hydroxyl-group differentiation. 1994.