Abstract
The rhodium-catalyzed intramolecular hydroacylation of unsaturated aldehydes leads to the formation of cyclopentanone derivatives. The cyclization catalyzed by Wilkinsons complex is highly diastereoselective, and via this reaction, 3,4-disubstituted 4-pentenals were used to prepare the four stereoisomers of 3,4-disubstituted cyclopentanones. Several biologically active molecules, including 8- isoprostanoic acid, prostanoic acid, (-)-brefeldin A, 11-deoxyprostaglandin, and the nepetalactones,, have been synthesized in enantiomerically pure form from these cyclopentanones. In this review, the asymmetric synthesis of cyclopentanones via the enantioselective cyclization catalyzed by rhodium complex incorporating optically active ligands will be discussed.
Keywords: rhodium-catalyzed intramolecular hydroacylation, ring ketone formation, cyclopentanone derivative, optically active ligands
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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