The palladium-catalyzed hydroarylation and hydrovinylation of tertiary 3-(o-acetoxyaryl)- and 3-(o-benzoyloxyaryl)propynols - A route to 4-aryl- and 4-vinyl-2,2-dimethyl-3-chromenes
A. Arcadi et al., The palladium-catalyzed hydroarylation and hydrovinylation of tertiary 3-(o-acetoxyaryl)- and 3-(o-benzoyloxyaryl)propynols - A route to 4-aryl- and 4-vinyl-2,2-dimethyl-3-chromenes, EUR J ORG C, (24), 2000, pp. 4099-4108
The palladium-catalyzed hydroarylation and hydrovinylation of tertiary 3-(o
-acetoxyaryl)- and 3-(o-benzoyloxyaryl) propynols provides a regio- and ste
reoselective route to allylic alcohols with aryl and vinyl substituents whi
ch can be readily converted into the corresponding chromene derivatives. Th
e hydroarylation and hydrovinylation reaction is believed to proceed throug
h a carbopalladation step whose regiochemistry is primarily controlled by t
he directing effect of the tertiary hydroxy group.