Iodine-promoted oxidative homocoupling of methyl 2-arylacetates under equilibrium conditions using potassium tert-butoxide as a base
Iodine-promoted dimerization of enolates of methyl 2-arylacetates generated with tBuOK under equilibrium conditions are reported. The oxidative homocoupling reaction furnishes a mixture of dl and meso dimers in moderate to good yields and diastereoselectivity. Electron-withdrawing substituents on th...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
| Published: |
Elsevier
2022-01-01
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| Series: | Results in Chemistry |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2211715622001266 |
| Summary: | Iodine-promoted dimerization of enolates of methyl 2-arylacetates generated with tBuOK under equilibrium conditions are reported. The oxidative homocoupling reaction furnishes a mixture of dl and meso dimers in moderate to good yields and diastereoselectivity. Electron-withdrawing substituents on the aryl ring seem to facilitate dimerization leading to higher yields and ortho-substituted aryl acetates afford better diastereoselectivity. |
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| ISSN: | 2211-7156 |