| Full text | |
| Author(s): |
Total Authors: 3
|
| Affiliation: | [1] Univ Basel, Dept Chem, St Johanns Ring 19, CH-4056 Basel - Switzerland
Total Affiliations: 1
|
| Document type: | Journal article |
| Source: | Journal of Organic Chemistry; v. 84, n. 20, p. 12933-12945, OCT 18 2019. |
| Web of Science Citations: | 3 |
| Abstract | |
Three (nor)illudalane sesquiterpenes were synthesized from a common intermediate in racemic and enantioenriched forms using Pd-0-catalyzed C(sp(3))-H arylation as a key step. The configuration of the isolated, highly symmetric quaternary stereocenter of the target molecules was controlled through a matched combination of chiral substrate and catalyst. Moreover, the recently developed Ir-catalyzed C-H borylation/Cu-catalyzed methylation method was employed to install the methyl group on the benzene ring. This strategy allowed the efficient synthesis of both racemic and (S)-configured puraquinonic acid, deliquinone, and russujaponol F. (AU) | |
| FAPESP's process: | 16/22636-2 - Total Synthesis of (R)-Puraquinonic Acid using Enantiosselective C(sp3)-H Activation |
| Grantee: | Marcus Vinicius Craveiro |
| Support Opportunities: | Scholarships abroad - Research |