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A novel procedure for the preparation of zinc reagents: a practical synthesis of (+)-biotin
Authors:Mayumi Kimura
Institution:Process Chemistry Research Laboratories, Tanabe Seiyaku Co., Ltd, 3-16-89, Kashima, Yodogawa-ku, Osaka 532-8505, Japan
Abstract:The use of bromine for activation of zinc dust allowed smooth and reproducible reduction of iodide 1 to the corresponding zinc reagent 2. The zinc reagent 2 obtained by the present protocol was allowed to the Fukuyama coupling reaction with thiolactone 3 to provide a key intermediate 4 for (+)-biotin in high yield using a reasonably fair amount of 1 (1.4 equiv).
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