Magnesium bromide promoted Barbier-type intramolecular cyclization of halo-substituted acetals, ketals, and orthoesters

Autor:	Chiar-Dy Chen, Man-kit Leung, Jui-Wen Huang
Rok vydání:	1999
Předmět:	chemistry.chemical_compound Chemistry Reagent Organic Chemistry Drug Discovery Magnesium bromide Intramolecular cyclization Organic chemistry Lewis acids and bases Biochemistry Catalysis
Zdroj:	Tetrahedron Letters. 40:8647-8650
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(99)01813-4
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
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::89b864129dcf14f7e019501c3f8b1490 https://doi.org/10.1016/s0040-4039(99)01813-4 Zobrazit plný text záznamu Full Text from ScienceDirect