Stereospecific Friedel-Crafts Alkylation of Aromatic Compounds: Synthesis of Optically Active 2- and 3-Arylalkanoic Esters
Academic Article
Publication Date:
1991
Short description:
Stereospecific Friedel-Crafts Alkylation of Aromatic Compounds:
Synthesis of Optically Active 2- and 3-Arylalkanoic Esters / Oreste, P., Azzena, U.G., Giovanni, M., Giovanna, D., Ermanno, V.. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 56:(1991), pp. 183-187. [10.1021/jo00001a037]
abstract:
The alkylation of aromatic compounds, such as benzene, toluene, chlorobenzene, and naphthalene, with optically
active (S)-alkyl2-(sulfonyloxy)propionatesa nd (R)-alkyl3-(sulfonyloxy)butanoatesi n the presence of AlC13 afforded
optically active (S)-alkyl2-arylpropionatesa nd (&alkyl 3-arylbutanoates in fair to good chemical yields (40-84%)
and in good to excellent optical yields (61-97%). As usually occurs in Friedel-Crafts alkylation reactions, poor
regioselectivity was observed.
active (S)-alkyl2-(sulfonyloxy)propionatesa nd (R)-alkyl3-(sulfonyloxy)butanoatesi n the presence of AlC13 afforded
optically active (S)-alkyl2-arylpropionatesa nd (&alkyl 3-arylbutanoates in fair to good chemical yields (40-84%)
and in good to excellent optical yields (61-97%). As usually occurs in Friedel-Crafts alkylation reactions, poor
regioselectivity was observed.
Iris type:
1.1 Articolo in rivista
Keywords:
Friedel Crafts Alkylation; Stereospecificity; Arylalkanoic esters
List of contributors:
Oreste, Piccolo; Azzena, Ugo Gavino; Giovanni, Melloni; Giovanna, Delogu; Ermanno, Valoti
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