Studies towards the total synthesis of drimentine C. Preparation of the AB and CDEF ring fragments.

ABSTRACT: The drimentine family is a class of hybrid isoprenoids derived from actinomycete bacteria. Members of this family display weak antitumor and antibacterial activity. Herein we report our efforts toward the total synthesis of drimentine C using three distinct approaches incorporating palladium-catalyzed cyanoamidation, reductive cross-coupling, and photoredox-catalyzed α-alkylation of an aldehyde as key steps. Our synthetic efforts use a convergent synthesis to assemble the terpenoid and alkaloid portions of drimentine C from readily available l-tryptophan, l-proline, and (+)-sclareolide.

SUBMITTER: Pound SM 

PROVIDER: S-EPMC7567177 | biostudies-literature | 2020 May

REPOSITORIES: biostudies-literature