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ChemInform Abstract: Regioselective Olefination of Cross-Conjugated 3-Thioxosteroids by (3 + 2) Cycloaddition.

✍ Scribed by B. FIEDLER; D. WEISS; R. BECKERT

Publisher
John Wiley and Sons
Year
2010
Weight
29 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis

Regioselective Olefination of Cross-Conjugated 3-Thioxosteroids by (3 + 2) Cycloaddition. -Nine steroids of type (III) and (V) are obtained by the title reaction, proceeding by a two-step ring contraction with extrusion of N and S.

📜 SIMILAR VOLUMES

Regioselective Olefination of Cross-Conj
Regioselective Olefination of Cross-Conjugated 3-Thioxosteroids by [3+2] Cycloaddition
✍ Fiedler, Beate ;Weiß, Dieter ;Beckert, Rainer 📂 Article 📅 1997 🏛 John Wiley and Sons 🌐 English ⚖ 371 KB

## Abstract Reaction of 3‐thioxoandrosta‐1,4‐dien‐17‐one (1) with the diazo compounds 2a–i affords 4′‐substituted spiro[17‐oxoandrosta‐1,4‐diene‐3,2′‐[1,3,4]thiadiazolines], which undergo a two‐step ring contraction with extrusion of nitrogen and sulfur, leading to the substituted 3‐methylen‐ and 3