Pyridinium Chlorochromate Oxidation of Some Steroidal Systems. Regioselective Opening of Ring ‘F’ in Spirostan*

Author:

Dhar Durga Nath1,Singh Anil Kumar1

Affiliation:

1. Department of Chemistry, Indian Institute of Technology, Kanpur-208016, U.P., India

Abstract

The oxidation of diosgenin (1), cholesterol (2), lanosterol (8), β-sitosterol (4) and stigmasterol (5) with pyridinium chlorochromate furnished the corresponding conjugated and unconjugated ketones i.e., Δ5(6)-3-one and Δ4(5))-3-one. In the case of diosgenin (1), besides the formation of the ketones, regioselective opening of the ring F has also been observed.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

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