Catalytic asymmetric synthesis of chiral allylic amines. Evaluation of ferrocenyloxazoline palladacycle catalysts and imidate motifs

CE Anderson, Y Donde, CJ Douglas…

Index: Anderson, Carolyn E.; Donde, Yariv; Douglas, Christopher J.; Overman, Larry E. Journal of Organic Chemistry, 2005 , vol. 70, # 2 p. 648 - 657

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Citation Number: 116

Abstract

Palladium (II) catalysts based on a ferrocenyloxazoline palladacyclic (FOP) scaffold were synthesized and evaluated for the rearrangement of prochiral allylic N-(4-methoxyphenyl) benzimidates. When iodide-bridged dimer FOP precatalysts are activated by reaction with excess silver trifluoroacetate, the allylic rearrangement of both E and Z prochiral primary allylic N-(4-methoxyphenyl) benzimidates takes place at room temperature to give the ...