A Practical Ruthenium??Catalyzed Cleavage of the Allyl Protecting Group in Amides, Lactams, Imides, and Congeners

B Alcaide, P Almendros…

Index: Alcaide, Benito; Almendros, Pedro; Alonso, Jose M. Chemistry - A European Journal, 2006 , vol. 12, # 10 p. 2874 - 2879

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Citation Number: 56

Abstract

Abstract A convenient methodology for the deprotection of N-allylic amide-like moieties was developed. The first examples accounting for the ruthenium-catalyzed deallylation of amides, lactams, imides, pyrazolidones, hydantoins, and oxazolidinones have been achieved by the sequential use of Grubbs carbene (isomerization step) and RuCl 3 (oxidation step). A variety of substrates, including enantiopure multifunctional β-and γ- ...