The nucleophilic ring-opening reaction of 2-oxobicycloI3.l.O]hexane-lcarboxylate (1) to afford an intermediate for the synthesis of prostanoid has recently been reported. 1 If the same type of ring cleavage may occur with a 6substituted bicyclo[3.l.O]hexane derivative, the reaction will provide a s
Prostaglandin synthesis. III. An improved opening of bicyclo[3.1.0]hexane intermediates
β Scribed by R.C. Kelly; V. VanRheenen
- Publisher
- Elsevier Science
- Year
- 1976
- Tongue
- French
- Weight
- 196 KB
- Volume
- 17
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
6-Amino substituted bicycld3.l.O]hexane derivatives are relatively rare.1r2~9~4 We wish to report preliminary results on the facile two-step synthesis of endo-6-piperidino-bicycld3.l.~hexane (IV).
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## Abstract The Michael addition of dimethyl malonate (12) to __tert__βbutyl acrylate (11), carried out without solvent, affords the triester 13a in 88% yield on a kg scale. Selective partial hydrolysis of 13a produces the monoacid 13b almost quantitatively. The Kolbe electrolysis of 13b furnishes