ChemInform Abstract: Magnesium Bromide Promoted Barbier-Type Intramolecular Cyclization of Halo-Substituted Acetals, Ketals, and Orthoesters
Autor: | Chiar-Dy Chen, Jui-Wen Huang, Man-kit Leung |
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Rok vydání: | 2010 |
Předmět: | |
Zdroj: | ChemInform. 31 |
ISSN: | 1522-2667 0931-7597 |
DOI: | 10.1002/chin.200009081 |
Popis: | Although acetals, ketals and orthoesters are commonly used as protective groups against organometallic reagents, Grignard reagents derived from halo-acetals, ketals, or orthoesters cyclize intramolecularly under MgBr2 promoted conditions, giving rise to the corresponding cycloalkanol and cycloalkanone derivatives. Our results also suggest a Lewis acid catalyzed push-pull mechanism operating for the cyclization. |
Databáze: | OpenAIRE |
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