Rhodium-Catalyzed Pauson-Khand-Type Cyclization of 1,5-Allene-Alkynes: A Chirality Transfer Strategy for Optically Active Bicyclic Ketones.

ABSTRACT

An efficient chirality transfer in the [RhCl(CO)2 ]2 -catalyzed [2+2+1] cyclization of optically active axially chiral 1,3-disubstituted allenynes with CO to access optically active bicyclopentenone compounds has been developed. The distal C=C bond of allenes reacted with the alknye unit and CO to afford [4.3.0]-bicyclic products with high ee values under mild reaction conditions with an excellent selectivity.