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Highly Regioselective Friedel–Crafts Reactions of Electron‐Rich Aromatic Compounds with Pyruvate Catalyzed by Lewis Acid‐Base: Efficient Synthesis of Pesticide Cycloprothrin
Author(s) -
Si YuGui,
Chen Jun,
Li Fan,
Li JinHua,
Qin YeJun,
Jiang Biao
Publication year - 2006
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200505450
Subject(s) - regioselectivity , chemistry , friedel–crafts reaction , catalysis , lewis acids and bases , organic chemistry , yield (engineering) , electrophilic aromatic substitution , base (topology) , radical nucleophilic aromatic substitution , nucleophilic aromatic substitution , nucleophilic substitution , mathematical analysis , materials science , mathematics , metallurgy
An efficient synthesis of aromatic lactate esters is reported via highly regioselective Friedel–Crafts reactions of electron‐rich aromatic compounds with pyruvate ester promoted by TiCl 4 in the presence of basic Al 2 O 3 . The utility of the reaction is shown by the efficient synthesis of the pesticide cycloprothrin in high yield.