Side-Chain Introduction In 16β-Acetoxy-17-oxo-androstanes
- 1 November 1990
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 20 (20) , 3115-3124
- https://doi.org/10.1080/00397919008051534
Abstract
Reaction between lithium enolates derived from t-butyl esters and 16β-acetoxy-17-oxo-androstane derivatives allowed regiospecific introduction of the side-chain only on C-17 of the steroid nucleus.Keywords
This publication has 14 references indexed in Scilit:
- Zinc(II)-promoted stereospecific rearrangement of 17-hydroxy-20-oxopregnane derivativesJournal of the Chemical Society, Perkin Transactions 1, 1990
- Dissimilar behaviour of 3β, 16α‐dihydroxy‐5α‐androstan‐17‐one Diacetate under Basic and Acidic ConditionsHelvetica Chimica Acta, 1989
- 13C NMR spectroscopic study of the rearrangement of 16β‐hydroxy‐17‐oxo steroids to 17β‐hydroxy‐16‐oxo isomersMagnetic Resonance in Chemistry, 1988
- Stereospecific 1,2-hydride shift in the rearrangement of 16.BETA.-hydroxy-17-oxo steroids to 17.BETA.-hydroxy-16-ones with acid and base.CHEMICAL & PHARMACEUTICAL BULLETIN, 1987
- Acyl migration in the Reformatsky reaction of 21-acyloxy-5-pregnen-20-one derivatives with ethyl bromoacetateSteroids, 1982
- A new approach to the synthesis of 3β,23-diacetoxy-24-nor-5-cholene from 3β,21-diacetoxy-5-pregnen-20-oneSteroids, 1980
- Synthesis of .gamma.-lactone ring fused to steroidal ring D of salamander alkaloidsThe Journal of Organic Chemistry, 1978
- Various approaches to the construction of aliphatic side chains of steroids and related compoundsChemical Reviews, 1978
- The reformatsky reaction of 17-keto-steroids with ethyl α-bromopropionateSteroids, 1967
- The Synthesis of the Steroidal Sapogenins1,2Journal of the American Chemical Society, 1960