A new synthesis of lactones from tertiary alkenylcarbinols by cobaltcatalyzed photocarbonylation under ambient conditions

Autor:	Yuan L. Chow, Yu-Jin Huang, Veljko Dragojlovic
Rok vydání:	1995
Předmět:	Propenyl Organic Chemistry chemistry.chemical_element General Chemistry Catalysis chemistry.chemical_compound chemistry Pyridine Organic chemistry Carbonylation Cobalt Isomerization Tetrahydrofuran Carbon monoxide
Zdroj:	Canadian Journal of Chemistry. 73:740-742
ISSN:	1480-3291 0008-4042
DOI:	10.1139/v95-094
Popis:	In the presence of a Co catalyst, tertiary vinyl-, propenyl-, and allylcarbinols were chelatively cycloadded to carbon monoxide to produce lactones by xanthone-sensitized photoreaction in tetrahydrofuran, under CO at 1 atmosphere and at room temperature. At lower temperatures the isomerization of alkenylcarbinols was suppressed and lactones were obtained with improved selectivity. The photoprocess was facilitated by addition of pyridine or hydrogen and retarded in presence of amines or phosphines. Mechanistic interpretations for the process and the accompanying effects are discussed. Keywords: chelative carbonylation, photocarbonylation, carbonylation of olefins, lactones synthesis from alkenylalcohols.
Databáze:	OpenAIRE
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