Influence of an Internal Trifluoromethyl Group on
the Rhodium(II)-Catalyzed Reactions of Vinyldiazocarbonyl Compounds
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Abstract
Incorporation
of a trifluoromethyl group into the structure of
4-(alkoxycarbonyl)vinyldiazocarbonyl compounds greatly decreases the
tendency of the carbenoid intermediates formed during Rh(II)-catalyzed
reactions to undergo <i>intermolecular</i> processes. Instead,
they are prone to experience <i>intramolecular</i> [1,5]-
and [1,3]-electrocyclizations to produce reactive cyclopropenes and
furans, and these are capable of further transformations