Synthesis of ethyl 2-vinylcyclopropane-1-carboxylate via half-ester decarboxylation
โ Scribed by Den Besten, Ivan E.; Nardi, John C.; Corkins, H. Glenn
- Book ID
- 126818024
- Publisher
- American Chemical Society
- Year
- 1970
- Tongue
- English
- Weight
- 198 KB
- Volume
- 15
- Category
- Article
- ISSN
- 0021-9568
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๐ SIMILAR VOLUMES
The dipolar cycloaddition reaction of a-methylene butyrolactone and N-benzyl azomethine ylid (5) affords the spirolactone (2) which rearranges to give ethyl 1-azabicyclo[2.2.l]hept-Cyl carboxylate (1) in excellent overall yield.
This work is part of the Ph. D. thesis of H . B. [l]. Present address: Ciba Geigy AG, CH4002 Basel b a C R', R2 = suitable protecting groups A retrosynthetic plan for a first approach is depicted in Scheme 1. The stability of polyoximic acid (3) towards boiling 3~ HC1 during the hydrolysis of polyo