Radical-Based Synthesis of Terpenoids. Stereoselectivity in the Trapping of Radicals from Cyclization of 3-(1-Ethoxy-2-haloethoxy)cyclohexenes

Autor:	Noriko Hazeki, Tsuneo Hirano, K. Yamada, Hajime Nagano, Yukie Mori
Rok vydání:	1992
Předmět:	chemistry.chemical_compound Bicyclic molecule Chemistry Radical Cyclohexenes Alkoxy group Stereoselectivity Molecular orbital General Chemistry Methyl acrylate Conformational isomerism Medicinal chemistry
Zdroj:	Bulletin of the Chemical Society of Japan. 65:2421-2426
ISSN:	1348-0634 0009-2673
DOI:	10.1246/bcsj.65.2421
Popis:	Stereoselectivity in the intermolecular trapping of the bicyclic radical intermediates from cyclization of 3-(1-ethoxy-2-haloethoxy)cyclohexenes with methyl acrylate was found to be affected remarkably by the conformation of the radical intermediates. The optimized conformers of 8-methoxy-7-oxabicyclo[4.3.0]non-2-yl radicals, models for the radical intermediates, were obtained by PM3 RHF molecular orbital calculations, and the stereoselectivity was analyzed in detail.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::754abf0fc56f0f170be8588724dcc7ca https://doi.org/10.1246/bcsj.65.2421 Zobrazit plný text záznamu