Rhodium(I)-Catalyzed Pauson–Khand-type
[3 +
2 + 1] Cycloaddition Reaction of Ene-Vinylidenecyclopropanes and CO:
A Highly Regio- and Stereoselective Synthetic Approach for the Preparation
of Aza- and Oxa-Bicyclic Compounds
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Abstract
In this paper, a novel Rh(I)-catalyzed Pauson–Khand-type
[3 + 2 + 1] cycloaddition reaction of ene-vinylidenecyclopropanes
(Ene-VDCPs) and carbon monoxide (CO) has been developed to furnish
a series of aza- and oxa-bicyclic compounds in moderate to good yields
in a highly regio- and diastereoselective manner, which provides an
alternative and efficient synthetic approach for the access of bicyclic
cyclohexanone frameworks. The substrate scope and limitations and
a plausible mechanism are discussed