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One-step stereospecific conversion of alcohols into dithiocarbamates: A smooth pathway for the introduction of a sulphur functionality
Affiliation:1. Bio-organic Chemistry Laboratory, Institut de Recherches Cliniques de Montréal, Montréal, Québec H2W 1R7, Canada;2. Department of Chemistry, Université de Montréal, Montréal, Québec H3C 3J7, Canada;3. Department of Biochemistry, Microbiology and Immunology, University of Ottawa, Ottawa, Ontario K1N 6N5, Canada;1. Department of Medicinal Chemistry, Arena Pharmaceuticals, 6154 Nancy Ridge Drive, San Diego, CA 92121, USA;2. WuXi AppTec (Wuhan) Co Ltd., 666 Gaoxin Road, East Lake High-tech Development Zone, Wuhan 430075, China;1. Idenix Pharmaceuticals, 320 Bent Street, Cambridge, MA 02141, USA;2. Dextra, Science and Technology Centre, Earley Gate, Whiteknights Road, Reading RG6 6BZ, UK;1. Institute of Biochemistry and Biophysics, Polish Academy of Sciences, 5a, Pawińskiego Street, 02-106 Warsaw, Poland;2. Institute of Genetics and Biotechnology, Faculty of Biology, University of Warsaw, 5a, Pawińskiego Street, 02-106 Warsaw, Poland;3. Department of Chemistry, University of Warsaw, 1, Pasteura Street, 02-093 Warsaw, Poland;4. Biological and Chemical Research Centre, Department of Chemistry, University of Warsaw, 101, Żwirki i Wigury Street, 02-089 Warsaw, Poland
Abstract:Functionnally diverse dithiocarbamates were prepared from the corresponding alcohols in a mild high-yielding one-pot synthesis involving unexpensive ziram (zinc N,N-dimethyldlthio carbamate) in a stereospecific Mitsunobu type procedure.
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