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Unusual Transformation of Cyclobutenediones into Butenolides
Unusual Transformation of Cyclobutenediones into Butenolides
Lee, Kwan Hee;Moore, Harold W.
Journal of the Korean Chemical Society. 2003. Jun, 47(3): 229-236
DOI : http://dx.doi.org/10.5012/jkcs.2003.47.3.229
  • Published : June 20, 2003
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Lee, Kwan Hee
Moore, Harold W.
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Lee, Kwan Hee
Moore, Harold W.
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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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Citing 'Unusual Transformation of Cyclobutenediones into Butenolides '
@article{ JCGMDC_2003_v47n3_229} ,title={Unusual Transformation of Cyclobutenediones into Butenolides} ,volume={3} , url={http://dx.doi.org/10.5012/jkcs.2003.47.3.229}, DOI={10.5012/jkcs.2003.47.3.229} , number= {3} , journal={Journal of the Korean Chemical Society} , publisher={Korean Chemical Society} , author={Kwan Hee, Lee and Harold W., Moore} , year={2003} , month={Jun}