Cycloaddition of haloketenes to imines: A convenient synthesis of functionally substituted β-lactams and 2-pyridones.
✍ Scribed by Fernando Duran; Léon Ghosez
- Publisher
- Elsevier Science
- Year
- 1970
- Tongue
- French
- Weight
- 200 KB
- Volume
- 11
- Category
- Article
- ISSN
- 0040-4039
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## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract Unsymmetric cyclic ketenes were generated from __N__‐acyl‐1,3‐thiazolidine‐2‐carboxylic acids **1a**–**c** by means of __Mukaiyama__'s reagent, and then reacted with imines **2a**–**c** to the new, isomeric spiro‐__β__‐lactams **3** and **4** __via__ [2+2] cycloaddition (__Staudinger__
The d-manno-configured N-anisylated b-lactam 40, the b-lactam carboxylic acids 4 and 43, and the corresponding phosphonic-acid isosters 49 and 50 have been synthesized from d-glucose in 8 ± 10 steps, respectively. None of these compounds exhibited a significant inhibitory activity in vitro against t