Stereospecific Friedel-Crafts Alkylation of Aromatic Compounds: Synthesis of Optically Active 2- and 3-Arylalkanoic Esters
Articolo
Data di Pubblicazione:
1991
Citazione:
Stereospecific Friedel-Crafts Alkylation of Aromatic Compounds:
Synthesis of Optically Active 2- and 3-Arylalkanoic Esters / Oreste, Piccolo; Azzena, Ugo Gavino; Giovanni, Melloni; Giovanna, Delogu; Ermanno, Valoti. - 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.
Tipologia CRIS:
1.1 Articolo in rivista
Keywords:
Friedel Crafts Alkylation; Stereospecificity; Arylalkanoic esters
Elenco autori:
Oreste, Piccolo; Azzena, Ugo Gavino; Giovanni, Melloni; Giovanna, Delogu; Ermanno, Valoti
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