Synthesis of Tertiary Amines through Extrusive Alkylation of Carbamates.

ABSTRACT: Basic amines are key elements of many biologically active natural products and pharmaceuticals. Given their inherent reactivity, it is often necessary to protect basic amines during target-directed synthesis, which results in wasteful protection/deprotection sequences. We report a step-economical approach enabling the protection of secondary amines as carbamates prior to their conversion to tertiary amines via the formal extrusion of CO₂. This method is applied to the synthesis of iboga alkaloids (±)-conodusine A and (±)-conodusine B.

SUBMITTER: Zhang G 

PROVIDER: S-EPMC9420822 | biostudies-literature | 2022 Aug

REPOSITORIES: biostudies-literature