Diastereoselective sulfur oxidation of 2-thio-3-chloroacrylamides |
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| Authors: | Marie Kissane Simon E. Lawrence Anita R. Maguire |
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| Affiliation: | 1. Department of Chemistry, Analytical and Biological Chemistry Research Facility, University College Cork, Ireland;2. Department of Chemistry and School of Pharmacy, Analytical and Biological Chemistry Research Facility, University College Cork, Ireland |
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| Abstract: | Diastereoselective sulfur oxidation in 2-thio-3-chloroacrylamides is described. A range of chiral amine auxiliaries was incorporated in the β-chloroacrylamide, and the efficiency with which the stereochemistry was relayed to the sulfur centre during sulfoxidation was investigated. Diastereomeric ratios of up to 3.3:1 were achieved. |
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