A Telluride-Triggered Nucleophilic Ring Opening of Monoactivated Cyclopropanes1

Autor:	Dmitry V. Avilov, Engin Arslancan, Mahesh G. Malusare, Donald C. Dittmer
Rok vydání:	2004
Předmět:	chemistry.chemical_classification Ketone Organic Chemistry chemistry.chemical_element Ring (chemistry) Biochemistry Medicinal chemistry Benzaldehyde chemistry.chemical_compound chemistry Aldol reaction Nucleophile Yield (chemistry) Telluride Lithium Physical and Theoretical Chemistry
Zdroj:	Organic Letters. 6:2225-2228
ISSN:	1523-7052 1523-7060
DOI:	10.1021/ol0492804
Popis:	[reaction: see text] Acylcyclopropanemethanol tosylates undergo rapid ring opening at room temperature by the action of lithium telluride to produce the enolate of a homoallylic ketone. The enolate can be protonated to yield the corresponding ketone or treated with benzaldehyde to give the aldol product with good syn or anti diastereoselectivity depending on the conditions.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::2b8f02dc333e911243ff68cacdc1bc1a https://doi.org/10.1021/ol0492804 Zobrazit plný text záznamu