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Simple preparation of a useful C/D-ring fragment for the construction of 11-keto steroids

✍ Scribed by Gilbert Stork; Glenn Clark; Thomas Weller


Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
189 KB
Volume
25
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis


Starting with the readily available enol-lactone 2 the indanonepropionic acid J_ is prepared in few steps with 33% overall yield, We have recently shown that 11-keto steroids ( e.g. k ) can be construc-


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A new strategy for the preparation of 11
✍ Paul A. Grieco; Scott A. May; Michael D. Kaufman πŸ“‚ Article πŸ“… 1998 πŸ› Elsevier Science 🌐 French βš– 218 KB

Conjugate 1,4-addition of 1- [(tert-butyldimethylsilyl)oxy]-2-methyl-1,3-cyclohexadiene (5) to 2-methylcyclopentenone in highly polar media and subsequent alkylation of the resultant silyl enol ether (4) with phenylthiodienyl carbonate I0 in 5.0 M LiC104.Et20 provides substrate 2. Exposure of 2 to T