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A new rearrangement in the reaction of α,α-dihalocyclobutanones with base

✍ Scribed by Vernon R. Fletcher; Alfred Hassner

Publisher: Elsevier Science
Year: 1970
Tongue: French
Weight: 211 KB
Volume: 11
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)97910-9

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✦ Synopsis

We would like to report a new rearrangement in the reaction of a,a-dichlorocyclobutanones with sodium methoxide leading to a bifunctional cyclopropane, The reported reactionL of ~~~-dihalocyclobutanone 1 with base is ring-cleavage to the dihalocarboxylic compound 2.

, 91, 3949 __ 9.

The intervention of a Zwitter ionic species formed on base catalyzed enolization and loss cf Cl-can also be envisaged,

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