Palladium (II)??Catalyzed Oxidative Cyclization of Allylic Tosylcarbamates: Scope, Derivatization, and Mechanistic Aspects

…, AKÅ Persson, R Millet, MT Johnson…

文献索引：Joosten, Antoine; Persson, Andreas K. A.; Millet, Renaud; Johnson, Magnus T.; Baeckvall, Jan-E. Chemistry - A European Journal, 2012 , vol. 18, # 47 p. 15151 - 15157

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被引用次数: 19

摘要

Abstract A highly selective oxidative palladium (II)-catalyzed (Wacker-type) cyclization of readily available allylic tosylcarbamates is reported. This operationally simple catalytic reaction furnishes tosyl-protected vinyl-oxazolidinones, common precursors to syn-1, 2- amino alcohols, in high yield and excellent diasteroselectivity (> 20: 1). It is demonstrated that both stoichiometric amounts of benzoquinone (BQ) as well as aerobic reoxidation ( ...