VINYLBORANES ARE OMNIPHILIC DIENOPHILES - SOME UNUSUAL AND USEFUL PROPERTIES OF VINYLBORANES IN DIELS-ALDER REACTIONS
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abstract
The rate of Diels-Alder reactions with vinyl-9-BBN is uniquely insensitive to diene substituent effects, and high reactivity is observed with both electron-rich and electron-poor dienes. The regioselectivity of these reactions is controlled mainly by steric effects. 1992.