General, Stereoselective Synthesis of (Z)-β,γ-Unsaturated Nitriles Promoted by Samarium Diiodide

Autor:	Nieves R. Paz, Humberto Rodriguez‐Solla, David Santos, Carmen Simal, Jose M. Concellon
Rok vydání:	2008
Předmět:	Samarium Molecular Structure Chemistry Metalation Organic Chemistry chemistry.chemical_element Stereoisomerism Iodides Biochemistry Medicinal chemistry Samarium diiodide Nitriles Molecule Stereoselectivity Physical and Theoretical Chemistry
Zdroj:	Organic Letters. 10:4549-4552
ISSN:	1523-7052 1523-7060
Popis:	A method to obtain (Z)-beta,gamma-unsaturated nitriles in high or good yields and with moderate or high stereoselectivity is described. The products were achieved through the photoinduced metalation of 3-acetoxy-4-chloronitriles with SmI2. The starting compounds were readily prepared, and a mechanism is proposed to explain this stereoselective beta-elimination reaction.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::b536661e3ef6140030ebbf282ad2a0d8 https://doi.org/10.1021/ol801752m Zobrazit plný text záznamu