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Stereochemistry of the nucleophilic ring-opening of activated bicyclo-[3.1.0]Hexanes.

โœ Scribed by Daiei Tunemoto; Nobuhiko Araki; Kiyosi Kondo


Publisher
Elsevier Science
Year
1977
Tongue
French
Weight
222 KB
Volume
18
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


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 shorter route to prostanoid. In order to materialize this idea, it became necessary to know the stereochemistry of the intramolecular carbenoid addition and the ring-opening reaction of the resulting bicyclohexane.


๐Ÿ“œ SIMILAR VOLUMES


Solvolytic reactions of bicyclo[3.1.0]he
โœ Kenneth B. Wiberg; Arthur J. Ashe III ๐Ÿ“‚ Article ๐Ÿ“… 1965 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 208 KB

In connection with our interest in the participation of bicyclobutonium type ions in solvolytic reactions, and more specifically in the solvolysis of bicyclo[2. 1. O]pentane-5-methanol derivatives, we have examined the reactions of the exe-and endo-bicyclo[3. l.O]hexane-6-methyl tosylates (I and II)