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The reaction of chloroform and sodium methoxide with cyclooctene, 1,5-cyclooctadiene and 1,3,6-cyclooctatriene

โœ Scribed by David I. Schuster; Fui-Tseng Lee


Publisher
Elsevier Science
Year
1965
Tongue
French
Weight
333 KB
Volume
6
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


It was.recently reported that dichlorocarbene, as generated from chloroform and sodium methexide, adds to an excess of cyclooctene (A), 1,3,6-cyclooctatriene (2), and 1,3,5-cyclooctatriene (J), as well as assorted alkyl, cycloalkyl, aryl and alkoxy derivatives, to give products with the bicyclo[4.2.l]nonane skeleton. 1 Thus, the products from 1 and 2 (or 2) were claimed to be 2 and 5, respectivelyl.


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We have recently reported an efficient heterogeneous system which employs alkoxide bases as the solid phase substrate in reactions with vapor phase alkyl halides. ' In these previous systems the alkyl halides reacted almost exclusively with p-elimination, and the complication of solvolytic reactions