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
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