Total synthesis of nocardicin A. Synthesis of 3-ANA and nocardicin A
β Scribed by Koppel, G. A.; McShane, L.; Jose, F.; Cooper, R. D. G.
- Book ID
- 120426059
- Publisher
- American Chemical Society
- Year
- 1978
- Tongue
- English
- Weight
- 324 KB
- Volume
- 100
- Category
- Article
- ISSN
- 0002-7863
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π SIMILAR VOLUMES
Nocardicins, represented by nocardicin A (&), are a new class of 8-lactam antibiotics which show an activity against gram-negative bacteria including Pseudomonas and Proteus'. As part of have developed an efficient procedure tam ring system and herein report the ANA, 2) which is the basic nucleus of
## Sunmary: A synthesis of (+)-3-ANA is described involving oxidative decarbonylation of an azetidine carboxylic ester. We have recently described new methods for the formation of B-lactams by the oxidative decarboxylation 133 or decarbonylation2 of azetidine-2-carboxylic acids. We now report the
## Abstract Nocardicin A analogues 30, 34, and 38 as well as the highly strained quinone methide 43 were synthesized. Ξ² βLactam 34 was found biologically active against several __Gram__βnegative microorganisms __in vitro__; pyridinium __N__βoxide derivative 38 possessed activity against __Gram__βpo