Diversity oriented synthesis of tricyclic compounds from glycals using the Ferrier and the Pauson-Khand reactions.

J Comb Chem

Combi Chem-Bio Resource Center, Division of Organic Chemistry: Synthesis, National Chemical Laboratory, Pune-411 008, India.

Published: January 2006

Diversity oriented synthesis of tricyclic compounds was achieved using a combination of the Ferrier reaction and the Pauson-Khand reaction. Ferrier reaction was effected using NbCl5, and the Pauson-Khand reaction was carried out using Co2(CO)8, acetonitrile-dimethoxyethane. Michael additions using various alkyl, aryl, and heterocyclic thiols were also performed successfully. The Ferrier, Pauson-Khand, and Michael addition reactions were found to be highly diastereoselective.

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http://dx.doi.org/10.1021/cc050079+DOI Listing

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