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Properties and Reactions of Substituted 1,2-Thiazetidine 1,1-Dioxides: Alkylation and Acylation of 3-Haloalkyl β-Sultams and Synthesis of Bicyclic β-Sultams

✍ Scribed by Peter Schwenkkraus; Hans-Hartwig Otto

Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
503 KB
Volume
326
Category
Article
ISSN
0365-6233

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📜 SIMILAR VOLUMES

Properties and Reactions of Substituted
Properties and Reactions of Substituted 1,2-Thiazetidine 1,1-Dioxides: 4-Alkylidene-β-sultams
✍ Müller, Martin ;Otto, Hans-Hartwig 📂 Article 📅 1992 🏛 John Wiley and Sons 🌐 English ⚖ 615 KB

## Abstract 4‐α‐Hydroxyalkylated β‐sultams 1/5 are transformed into 4‐alkylidene‐β‐sultams 4/7 by elimination and desilylation reactions. Another route to an exocyclic double bond in the β‐sultam system has been found to be the Peterson olefination starting from 4 silylated β‐sultams 8, 10, and 11.

Properties and reactions of substituted
Properties and reactions of substituted 1,2-thiazetidine 1,1-dioxides: Acylation of β-sultams at C-4, reduction of 4-acyl-β-sultams, and stereochemistry of 4-(α-hydroxyalkyl)-β-sultams
✍ Müller, Martin ;Otto, Hans-Hartwig 📂 Article 📅 1991 🏛 John Wiley and Sons 🌐 English ⚖ 827 KB

## Abstract Acylation of __N__‐silylated and 2,3‐substituted 1,2‐thiazetidine 1,1‐dioxides (β‐sultams) results in the formation of 4‐acylated β‐sultams 2 and 8. The desilylation of 2 to 3 is easily done with TBAF either on silica gel or in ethanolic solution. The acylated β‐sultams are reduced by s