Mild Isomerization of Conjugated Dienes Using Co-Mediated Hydrogen Atom Transfer
| Autor: | Dustin D. Youmans, Steven T. Diver, Kyle R. Delgado |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
010405 organic chemistry
Chemistry Organic Chemistry Hydrogen atom Conjugated system 010402 general chemistry Ring (chemistry) Photochemistry 01 natural sciences Biochemistry Silane 0104 chemical sciences Catalysis Cyclopropane chemistry.chemical_compound Deuterium Physical and Theoretical Chemistry Isomerization |
| Zdroj: | Organic Letters. 22:750-754 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.9b04594 |
| Popis: | A mild and high yielding rearrangement of 1,3-disubstituted-1,3-dienes to 1,1,4-trisubstituted-1,3-dienes using a cobaloxime catalyst and a silane cocatalyst is reported. Chiral centers near the conjugated diene were not racemized. Deuterium labeling studies are consistent with a hydrogen atom transfer mechanism, and radical intermediates were found to be accessible due to the observed ring opening of a cyclopropane ring. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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