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.
Bibliographical noteFunding Information:
We thank the NIH for funding this work (R01 GM095559). We thank Prof. Tom Hoye (UMN) for use of an LCMS.
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- Cross coupling
- Natural products
PubMed: MeSH publication types
- Journal Article