3 years ago

Synthesis of β-Lactams by Palladium(0)-Catalyzed C(sp3)−H Carbamoylation

Synthesis of β-Lactams by Palladium(0)-Catalyzed C(sp3)−H Carbamoylation
Ronan Rocaboy, David Dailler, Olivier Baudoin
A general and user-friendly synthesis of β-lactams is reported that makes use of Pd0-catalyzed carbamoylation of C(sp3)−H bonds, and operates under stoichiometric carbon monoxide in a two-chamber reactor. This reaction is compatible with a range of primary, secondary and activated tertiary C−H bonds, in contrast to previous methods based on C(sp3)−H activation. In addition, the feasibility of an enantioselective version using a chiral phosphonite ligand is demonstrated. Finally, this method can be employed to synthesize valuable enantiopure free β-lactams and β-amino acids. Fantastic four: A general and user-friendly synthesis of β-lactams is reported that makes use of Pd0-catalyzed carbamoylation of C(sp3)−H bonds, and operates under stoichiometric carbon monoxide in a two-chamber reactor. This reaction is compatible with a range of primary, secondary, and activated tertiary C−H bonds, in contrast to previous methods based on C(sp3)−H activation.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201703109

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