| Full text | |
| Author(s): |
Total Authors: 2
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| Affiliation: | [1] Univ Estadual Campinas, Lab Synth Nat Prod & Drugs, Inst Chem, BR-13083970 Campinas, SP - Brazil
Total Affiliations: 1
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| Document type: | Journal article |
| Source: | ACS OMEGA; v. 5, n. 14, p. 8032-8045, APR 14 2020. |
| Web of Science Citations: | 0 |
| Abstract | |
We report a direct, straightforward, and regioselective hydration of 1,4-enynes designed from Morita-Baylis- Hillman adducts. Under smooth conditions and short reaction times, gold-catalyzed hydration of internal alkynes provides synthetically useful ketones as single regioisomers in yields higher than 90%. The synthetic usefulness of this protocol was demonstrated by the conversion of selected ketones into biologically valuable alpha-alkylidene-gamma-lactones upon reduction with sodium borohydride. In the course of the scope evaluation, we discovered that this methodology could also furnish alpha-arylidene-beta,gamma-butenolides. (AU) | |
| FAPESP's process: | 18/02611-0 - Post-Functionalization of Small Ply-functionalized Molecules: A Robust Approach to the Synthesis of New Structural Patterns with POtential Biological Activity |
| Grantee: | Fernando Antonio Santos Coelho |
| Support Opportunities: | Regular Research Grants |
| FAPESP's process: | 13/07600-3 - CIBFar - Center for Innovation in Biodiversity and Drug Discovery |
| Grantee: | Glaucius Oliva |
| Support Opportunities: | Research Grants - Research, Innovation and Dissemination Centers - RIDC |