A Novel 1,3-Stannyl Shift Promoted Intramolecular Cyclizations of α-Stannyl Radicals with a Formyl Group

Autor:	Sheng-Yueh Chang, Yar-Fang Shao, and Gang-Ting Fan, Shu-Fang Chu, Yeun-Min Tsai
Rok vydání:	1999
Předmět:	Olefin fiber Radical Organic Chemistry chemistry.chemical_element Tributyltin hydride Formyl group Biochemistry Medicinal chemistry Oxygen chemistry.chemical_compound chemistry Intramolecular force Alkoxy group Physical and Theoretical Chemistry Carbon
Zdroj:	Organic Letters. 1:945-948
ISSN:	1523-7052 1523-7060
DOI:	10.1021/ol990199o
Popis:	Reactions of α-stannyl bromides and xanthates with tributyltin hydride generate α-stannyl radicals. Intramolecular cyclizations of these radicals with a formyl group afford γ-stannyl alkoxy radicals that undergo a 1,3-stannyl shift from carbon to oxygen. The carbon radicals obtained can be trapped inter- or intramolecularly. Approximately, the rates of 5-exo cyclizations of α-stannyl radicals with a formyl group and terminal olefin are similar.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::4300a697c4acf0f9069d886893a5de2a https://doi.org/10.1021/ol990199o Zobrazit plný text záznamu