Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5269090 | Tetrahedron Letters | 2011 | 4 Pages |
Abstract
The reaction of cyclobutylmagnesium carbenoids, which were generated from 1-chlorocyclobutyl p-tolyl sulfoxides with EtMgCl via the sulfoxide-magnesium exchange reaction at low temperature, with carbanions derived from vinyl sulfones with n-BuLi or LDA resulted in the formation of allylidenecyclobutanes in moderate to good yields. The actual reactive species of the sulfones in this reaction were proved to be the lithium α-sulfonyl carbanion of allyl sulfones derived from the vinyl sulfones by double bond migration with the bases used. Mono- and di-substituted allylidenecyclobutanes can be obtained by using a variety of vinyl sulfones.
Related Topics
Physical Sciences and Engineering
Chemistry
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Authors
Masashi Ishigaki, Mio Inumaru, Tsuyoshi Satoh,