Pound Sarah M, Underwood Steven J, Douglas Christopher J
Department of Chemistry, University of Minnesota - Twin Cities, Smith Hall, 207 Pleasant St SE, Minneapolis, MN 55455.
European J Org Chem. 2020 May 3;2020(16):2448-2453. doi: 10.1002/ejoc.202000158. Epub 2020 Mar 19.
The drimentine family is a class of hybrid isoprenoids derived from 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.
德里门汀家族是一类源自细菌的杂合异戊二烯类化合物。该家族成员具有微弱的抗肿瘤和抗菌活性。在此，我们报告了我们使用三种不同方法全合成德里门汀C的研究工作，这些方法将钯催化的氰基酰胺化、还原交叉偶联以及光氧化还原催化的醛α-烷基化作为关键步骤。我们的合成工作采用汇聚式合成，从容易获得的L-色氨酸、L-脯氨酸和(+)-香紫苏内酯组装德里门汀C的萜类和生物碱部分。
