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Diastereoselection in the reactions of thioallylic anions with benzaldehyde
Authors:Toshio Hayashi  Nobuo Fujitaka  Takeshi Oishi  Tatsuo Takeshima
Institution:The Institute of Physical and Chemical Research (RIKAGAKU KENKYUSHO) Wako-shi, Saitama 351, Japan;Department of Chemistry, Faculty of Science, Chiba University Chiba-shi,Chiba 280, Japan
Abstract:Reactions of the anions of (Z)-2-alkenyl N,N-dimethyldithiocarbamates with benzaldehyde gave the erythro isomers of 4-hydroxy-4-phenyl-(E)-1-alkenyl N,N-dimethyldithiocarbamates stereoselectively and those of the anions of (E)-2-alkenyl N,N-dimethyldithiocarbamates afforded the threo isomers predominantly.
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