Morimoto Tsumoru, Fuji Koji, Tsutsumi Ken, Kakiuchi Kiyomi
Graduate School of Materials Science, Nara Institute of Science and Technology (NAIST), Takayama, Ikoma, Nara 630-0101, Japan.
J Am Chem Soc. 2002 Apr 17;124(15):3806-7. doi: 10.1021/ja0126881.
The reaction of enynes with aldehydes in the presence of a catalytic amount of RhCl(cod)/dppp results in the Pauson-Khand-type reaction without the use of gaseous carbon monoxide to give bicyclic cyclopentenones in high yields (14 examples). Aldehydes serve as a source of carbon monoxide, and their carbonyl moiety is transferred to enynes, resulting in the formation of the carbonylated products. This reaction represents the first example of a CO-transfer carbonylation.