Acetamide, 2,2,2-trichloro-N-(1-methyl-2-propenyl)-

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CAS: 59875-01-3
MF: C6H8NOCl3
MW: 216.49282
Synonyms: Acetamide, 2,2,2-trichloro-N-(1-methyl-2-propenyl)-

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Larry E. Overman

University of California
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Weiping Tang

University of Wisconsin
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Co-reporter: Na Liu, Casi M. Schienebeck, Michelle D. Collier, Weiping Tang
pp: 6217-6219
Publication Date(Web):23 November 2011
DOI: 10.1016/j.tetlet.2011.09.057
Electrophilic halogen can promote either halocyclization or Overman rearrangement of allylic trichloroacetimidates. We found that the chemoselectivity was dependent on the nature of the halogenation reagents for primary allylic trichloroacetimidates. A one-pot procedure was developed for the preparation of allylic trichloroacetamides directly from allylic alcohols at room temperature.Image for unlabelled figure

Andrew J. Clark

University of Warwick
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Ben L. Feringa

University of Groningen
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