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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 |

REPOSITORIES: biostudies-literature

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Studies toward the total synthesis of dihydrolycolucine. Preparation of AB and CEF ring fragments.

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