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http://dx.doi.org/10.5012/jkcs.2003.47.3.229

Unusual Transformation of Cyclobutenediones into Butenolides  

Kwan Hee Lee (School of Life and Food Science, Handong University)
Harold W. Moore (Department of Chemistry, University of California)
Publication Information
Journal of the Korean Chemical Society / v.47, no.3, 2003 , pp. 229-236 More about this Journal
Abstract
Butenolides are prepared from cyclobutenediones when cyclobutenediones are treated with lithium trimethylsilylacetylene, and quenched with water. A plausible mechanism, which contains an allene as an intermediate, is proposed. The usual diradical intermediate may not be formed because of the bulkiness of trimethylsilyl group, and the allenic intermediate may be stabilized by the ${\alpha}$-silyl group.
Keywords
Butenolides; Cyclobutendiones; Allene;
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