## Abstract New chiral mono‐ and bicyclic __β__‐sultams, valuable building blocks for drug synthesis, have been prepared from L‐Ala, L‐Val, L‐Leu, L‐Ile, L‐Phe, L‐Cys, L‐Ser, L‐Thr, and D‐penicillamine by transformation of the COOH group into a methylsulfonyl chloride function, followed by cyclizat
Properties and reactions of substituted 1,2-thiazetidine 1,1-dioxides: Aldol additions of ketones and aldehydes
✍ Scribed by Martin Müller; Hans-Hartwig Otto
- Publisher
- John Wiley and Sons
- Year
- 2010
- Tongue
- English
- Weight
- 567 KB
- Volume
- 324
- Category
- Article
- ISSN
- 0365-6233
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📜 SIMILAR VOLUMES
## 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.
## Abstract __N__‐Silylated 3‐acetoxy‐1,2‐thiazetidine 1,1‐dioxide (5) is prepared from L‐cystine. Reactions of 5 with silyl enol ethers yield C‐3‐substituted β‐sultams 6, 12 and 15. Desilylation of 6 affords 7, which undergoes photochemical cyclization to give the bicyclic β‐sultam 10. In the cour