ISSN:
1573-8388
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract The paper is devoted to the synthesis of steroidal 5α-hydroxy-6-oxolactones from ethyl esters of 5,6-dienic acids. By epoxidating the latter it has been shown that, in addition to the usual formation of 5,6-oxides, opening of the 16α, 17-oxide ring initially formed takes place and this is accompanied by intramolecular cyclization to a 17,20-dihydroxy-β-lactone. The trans-opening of the 5α,6α-epoxide in the epoxy-δ-lactone and subsequent oxidation with N-bromosuccinimide has led to a new representative of steroidal δ-lactones — the 23,16-δ-lactone of the 3-acetate of 3β, 5α, 16β, 17α, 20ξ-pentahydroxy-6-oxo-24-norcholan-23-oic acid.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00638777
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