Publication | Closed Access
A Practical Ruthenium‐Catalyzed Cleavage of the Allyl Protecting Group in Amides, Lactams, Imides, and Congeners
63
Citations
35
References
2006
Year
Allyl Protecting GroupConvenient MethodologyCross-coupling ReactionEngineeringN-allylic Amide-like MoietiesPractical Ruthenium‐catalyzed CleavageOrganic ChemistryOrganometallic CatalysisCatalysisIsomerization StepChemistryHeterocycle ChemistryPharmacologyAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
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 beta- and gamma-lactams, can be employed.
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