| Full text | |
| Author(s): |
Total Authors: 2
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| Affiliation: | [1] Univ Sao Paulo, Inst Quim Sao Carlos, BR-13560970 Sao Carlos, SP - Brazil
Total Affiliations: 1
|
| Document type: | Journal article |
| Source: | ORGANIC LETTERS; v. 21, n. 15, p. 6079-6083, AUG 2 2019. |
| Web of Science Citations: | 1 |
| Abstract | |
The short and stereoselective syntheses of diterpenes (+/-)-brussonol and (+/-)-komaroviquinone, via a Ni-catalyzed epoxide ring-opening approach in the presence of aryl halides, is described. Key steps involve the effective preparation of a challenging hemiacetal intermediate in a single operation, followed by a highly efficient BF3 center dot OEt2-catalyzed Friedel-Craft alkylation, to construct the tricyclic skeleton of these diterpenes. The synthetic approach might offer a unified route for the synthesis of several natural products containing icetexane motifs. (AU) | |
| FAPESP's process: | 15/20084-0 - Total Synthesis of (-)-Brussonol, (+)-Komaroviquinona and its analogs targeting potential candidates with trypanocidal activity |
| Grantee: | Anees Ahmad |
| Support Opportunities: | Scholarships in Brazil - Post-Doctoral |
| FAPESP's process: | 17/23329-9 - Synthesis of substituted cyclopentanes and long chain polyols from abundant chemical platforms derived from biomass |
| Grantee: | Antonio Carlos Bender Burtoloso |
| Support Opportunities: | Regular Research Grants |
| FAPESP's process: | 13/18009-4 - Molecular design, synthesis and trypanocidal activity of cruzain reversible covalent inhibitors |
| Grantee: | Carlos Alberto Montanari |
| Support Opportunities: | Research Projects - Thematic Grants |