AgAsF6/Sm(OTf)3 Promoted Reversal of Enantioselectivity for the Asymmetric Friedel−Crafts Alkylations of Indoles with β,γ-Unsaturated α-Ketoesters

Autor:	Lili Lin, Xin Zhou, Yin Zhu, Yanling Liu, Xiaoming Feng, Xiaohua Liu, Deju Shang
Rok vydání:	2009
Předmět:	Indole test Reaction conditions Indoles Alkylation Molecular Structure Chemistry Organic Chemistry Esters Stereoisomerism Ketones Biochemistry Catalysis Metal Metals visual_art visual_art.visual_art_medium Organic chemistry Physical and Theoretical Chemistry Beta (finance) Friedel–Crafts reaction
Zdroj:	Organic Letters. 12:180-183
ISSN:	1523-7052 1523-7060
DOI:	10.1021/ol902587t
Popis:	The first example of central metal controlled reversal of enantioselectivity in asymmetric Friedel-Crafts alkylation of indoles and beta,gamma-unsaturated alpha-ketoesters has been developed. Using the same chiral starting material derived N,N'-dioxides 1a and 1b as ligands, various indole esters 4 were obtained in good to excellent yields and enantioselectivities. The reaction also featured mild reaction conditions and remarkably low catalyst loading (down to 0.01 mol %).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::7dda1edfdccbea84a3a0f4b7b8f49fc9 https://doi.org/10.1021/ol902587t Zobrazit plný text záznamu