𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Thioalkylation of Enolates, III. Stereoselective Synthesis of Steroids and Related Compounds, II α-Thioalkylation of Zinc Dienolates to 4-Substituted 1-tert-Butoxy-7a-methyl-hexahydroinden-5-ones

✍ Scribed by Groth, Ulrich ;Köhler, Thomas ;Taapken, Thomas


Publisher
John Wiley and Sons
Year
1994
Tongue
English
Weight
484 KB
Volume
1994
Category
Article
ISSN
0947-3440

No coin nor oath required. For personal study only.

✦ Synopsis


Abstract

α‐Alkylation of the α,β‐unsaturated ketone 1 at C‐4 has been achieved by thioalkylation of the corresponding zinc dienolate with α‐chlorosulfides of type 2. The desulfurization of the β‐(phenylthio) ketones 4 leads directly to the 4‐substituted hexahydroinden‐5‐ones 5. magnified image