Singlet oxygen in synthesis. Oxazoles as carbonyl 1,1-dipole synthons

Autor:	Harry H. Wasserman, Robert W. DeSimone, Wen-Bin Ho, Keith E. McCarthy, K.Spencer Prowse, Alfred P. Spada
Rok vydání:	1992
Předmět:	chemistry.chemical_classification Singlet oxygen Organic Chemistry Synthon chemistry.chemical_element Alkylation Photochemistry Biochemistry Oxygen Medicinal chemistry chemistry.chemical_compound Dipole chemistry Drug Discovery Singlet state Lactone Dichloromethane
Zdroj:	Tetrahedron Letters. 33:7207-7210
ISSN:	0040-4039
Popis:	2,5-Diphenyloxazole has been utilized in a two-step sequence as a carbonyl 1,1-dipole synthon as illustrated by the synthesis of 7-heptanolide, α-benzyloxy δ-valerolactone, and 9-nonanolide. Alkylation of 4-lithio-2,5-diphenyloxazole, followed by singlet oxygen oxidation yields a triamide which undergoes cyclization to the lactone.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d81b7c37b8002dcaee231c22cd66d98a https://doi.org/10.1016/s0040-4039(00)60874-2 Zobrazit plný text záznamu