Additions to cyclobutenes: synthesis of 5-azabicyclo[2.1.0]pentanes, 2-azabicyclo[ 2.2.0]hexanes, and 1-azaspiro[3.3]heptanes
β Scribed by Donald H. Aue; Hisashi lwahashi; Dale F. Shellhamer
- Publisher
- Elsevier Science
- Year
- 1973
- Tongue
- French
- Weight
- 195 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
As part of a study on additions to strained olefins and synthesis of strained nitrogen heterocycles, we have found that addition of methoxycsrbonylnitrene to 1,2dimethylcyclobutene, 2, and l-methylcyclobutene, 2, provides a convenient synthesis of the corresponding 5-azabicyclo[2.l.O]pentanes 2a and 2b.
π SIMILAR VOLUMES
The title compound was prepared in good yield via intramolecular insertion of an a-alkoxycarbonyl, a-sulphonyl carbene into the N-H bond of an azetidinone. Esters of (k) 7-oxo-3-thia-l-azabicyclo[3.2.0lheptane-2-carboxylate-3,3-dioxide, 1, are potentially useful intermediates in the synthesis of no