Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5225085 | Tetrahedron | 2008 | 10 Pages |
Abstract
The base-promoted endo-mode ring closure of electron-withdrawing group-substituted allenes provided the following interesting results: (1) the endo-mode ring-closing reaction of 1-(benzyloxycarbonyl)-1-(Ï-hydroxyalkyl)allenes smoothly proceeded during the formation of five-, seven-, and eight-membered rings; (2) base treatment of benzyloxycarbonylallene and sulfonylallene, having a 2-hydroxyethyl group at the C-1 position, in the presence of an aldehyde led to the ring closure and condensation with the aldehyde in one-pot; and (3) endo-mode ring closure of the sulfonylallenes by internal attack of the carboxylate anion afforded the six-membered lactone.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Shinji Kitagaki, Takamasa Kawamura, Daisuke Shibata, Chisato Mukai,