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Synlett 1998; 1998(7): 789-791
DOI: 10.1055/s-1998-1782
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New Synthesis of 2-Alkyl-4,4-dimethyl-5-halomethylisoxazolidin-3-ones via Intramolecular Halocyclization of N-Alkyl-2,2-dimethyl-3-butenohydroxamic Acids

Hyoung Rae Kim* , Seung Il Shin, Hyun Ju Park, Dong Ju Jeon, Eung K. Ryu
  • *Bioorganic Science Division, Korea Research Institute of Chemical Technology, P. O. Box 107, Yusong, Taejon 305-606, Korea; Fax + 82 42 861 0307; E-mail: hyungrk@pado.krict.re.kr
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Publication Date:
31 December 2000 (online)

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N-Alkyl-2,2-dimethyl-3-butenohydroxamic acids and their cyclic derivatives were halocyclized by iodine monochloride, N-bromosuccinimide, or N-chlorosuccinimide to afford the corresponding 2-alkyl-4,4-dimethyl-5-halomethylisoxazolidinones and 5-membered ring fused isoxazolidinones in excellent yields.

halocyclization - isoxazolidin-3-one - hydroxamic acid - command

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