Asymmetric Decarboxylative Allylation of Oxindoles
| Autor: | Vilius Franckevicius, David S. Pugh, James D. Cuthbertson, Richard J. K. Taylor, Mark Pickworth |
|---|---|
| Rok vydání: | 2011 |
| Předmět: |
chemistry.chemical_classification
Indoles Molecular Structure 010405 organic chemistry Chemistry Stereochemistry Organic Chemistry Substituent chemistry.chemical_element Stereoisomerism 010402 general chemistry Medicinal chemistry 01 natural sciences Biochemistry Oxindoles 0104 chemical sciences Allyl Compounds chemistry.chemical_compound Stereoselectivity Oxindole Physical and Theoretical Chemistry Selectivity Alkyl Palladium |
| Zdroj: | Organic Letters. 13:4264-4267 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/ol201613a |
| Popis: | An asymmetric decarboxylative palladium-catalyzed allylation of alkyl- and aryl-substituted oxindoles has been developed, enabling the installation of an all-carbon quaternary chiral center at the oxindole 3-position in excellent yields and good to excellent enantioselectivity. An intriguing substrate-dependent reversal in stereoselectivity has been observed, whereby the size of the substituent determines the facial selectivity in the allylation step. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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