| Title: | "Intertwining Olefin Thianthrenation with Kornblum/Ganem Oxidations: Ene-type Oxidation to Furnish alpha,beta-Unsaturated Carbonyls" |
| Author(s): | Angyal P; Kotschy AM; Dudas A; Varga S; Soos T; |
| Address: | "Institute of Organic Chemistry, Research Centre for Natural Sciences, Magyar tudosok korutja 2, 1117, Budapest, Hungary. Hevesy Gyorgy PhD School of Chemistry, Eotvos Lorand University, Pazmany Peter setany 1/A, 1117, Budapest, Hungary" |
| ISSN/ISBN: | 1521-3773 (Electronic) 1433-7851 (Print) 1433-7851 (Linking) |
| Abstract: | "A widely applicable, practical, and scalable synthetic method for efficient ene-type double oxidation of alkenes is reported via a two-step alkenyl thianthrenium umpolung/Kornblum-Ganem oxidation strategy. This chemo- and stereoselective procedure allows easy access to various alpha,beta-unsaturated carbonyls that may be otherwise difficult or cumbersome to synthesize by conventional methods. For alpha-olefins, this metal-free transformation can be tuned according to synthetic needs to produce either the elusive (Z)-unsaturated aldehydes or their (E) counterparts. Moreover, this strategy has enabled streamlined synthesis of distinct butadienyl pheromones and kairomones" |
| Keywords: | Alkenes Alkenyl Electrophiles C-H Functionalization Oxidation Thianthrenation; |
| Notes: | "PubMed-not-MEDLINEAngyal, Peter Kotschy, Andras M Dudas, Adam Varga, Szilard Soos, Tibor eng FK 138300/National Research, Development and Innovation Office/ K 125385/National Research, Development and Innovation Office/ Germany 2022/11/22 Angew Chem Int Ed Engl. 2023 Jan 9; 62(2):e202214096. doi: 10.1002/anie.202214096. Epub 2022 Dec 2" |
