Preparation and cleavage reactions of some steroidal epoxides
- 1 January 1983
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 12,p. 2933-2943
- https://doi.org/10.1039/p19830002933
Abstract
The steroidal epoxides (12), (13), (28), and (34) have been prepared and their reactions investigated. Attempts to prepare the epoxides (12) and (13) by the action of dimethylsulphonium methylide or dimethylsulphoxonium methylide on the ketone (1) gave instead the rearranged product (2) and its methyl ether (3). Compound (2) has also been obtained by base-catalysed isomerisation of the spiro-epoxide (13). Lewis acid-catalysed rearrangement of the epoxides (12), (28), and (34) into the A-homo-B-norsteroids (16), (29), and (43) respectively is described.This publication has 0 references indexed in Scilit: