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Synthesis 1992; 1992(6): 555-557
DOI: 10.1055/s-1992-26164
short paper
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ortho-Sulfenylation of N,N-Dimethyl-1-phenylethylamine and Oxidation of the Resultant Sulfides

Makoto Shimazaki* , Mari Takahashi, Hiroaki Komatsu, Akihiro Ohta, Kenzo Kajii, Yoshio Kodama
  • *Tokyo College of Pharmacy, 1432-1 Horinouchi, Hachioji, Tokyo 192-03, Japan
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Publication Date:
17 September 2002 (online)

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The ortho-lithiation of chiral N,N-dimethyl-1-phenylethylamine (1) followed by sulfenylation and oxidation of the resulting sulfides afforded chiral sulfoxides 3 and 4. Use of sodium perborate as the oxidant gave the highest de.