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Cobalt-Catalyzed Aerobic Aminocyclization of Unsaturated Amides for the Synthesis of Functionalized γ- and δ-Lactams.


ABSTRACT: We report the cobalt-catalyzed aminocyclization of unsaturated N-acyl sulfonamides in the presence of oxygen to provide γ- and δ-lactam aldehydes. Use of an optically active cobalt catalyst resulted in the formation of enantiomerically enriched γ-and δ-lactam alcohols. The γ-lactam aldehydes and alcohols obtained were elaborated into useful building blocks.

SUBMITTER: Freis M 

PROVIDER: S-EPMC10476186 | biostudies-literature | 2023 Sep

REPOSITORIES: biostudies-literature

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Cobalt-Catalyzed Aerobic Aminocyclization of Unsaturated Amides for the Synthesis of Functionalized γ- and δ-Lactams.

Freis Manuel M   Balkenhohl Moritz M   Fischer David M DM   Georgiev Tony T   Sarott Roman C RC   Carreira Erick M EM  

Organic letters 20230823 34


We report the cobalt-catalyzed aminocyclization of unsaturated <i>N</i>-acyl sulfonamides in the presence of oxygen to provide γ- and δ-lactam aldehydes. Use of an optically active cobalt catalyst resulted in the formation of enantiomerically enriched γ-and δ-lactam alcohols. The γ-lactam aldehydes and alcohols obtained were elaborated into useful building blocks. ...[more]

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