An efficient route to steroidal 6α-and 6β-Malonates and acetates by alkylation of π-Allylpalladium complexes

David J. Collins, W. Roy Jackson, Raymond N. Timms

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Abstract

Reaction of the π-allylpalladium compounds derived from some 3-oxo 4-ene steroids with malonate ion gives dialkyl (3-oxo-steroid-4-en-6β-yl)malonates in high yield and with complete stereo-specificity. The 6β-malonates can be epimerized to give the more stable 6α-epimers or decarboalkoxylated to give the corresponding acetic acid derivatives.

Original languageEnglish
Pages (from-to)2167-2175
Number of pages9
JournalAustralian Journal of Chemistry
Volume30
Issue number10
DOIs
Publication statusPublished - 1 Jan 1977

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