The alkylation of benzene with @)-methyl 2-[ (chlorosulfonyl)oxy]- or 2-(mesyloxy)propionate, in the presence of aluminum chloride, affords (S)-methyl 2-phenylpropionate in good chemical (5040%) and excellent optical yield (197% as determined by rotation), with inversion of configuration at the attacking carbon atom.
ALKYLATION OF AROMATIC-COMPOUNDS WITH OPTICALLY-ACTIVE LACTIC-ACID DERIVATIVES - SYNTHESIS OF OPTICALLY PURE 2-ARYLPROPIONIC ACID AND ESTERS / O. PICCOLO, F. SPREAFICO, G. VISENTIN, E. VALOTI. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 50:20(1985), pp. 3945-3946.
ALKYLATION OF AROMATIC-COMPOUNDS WITH OPTICALLY-ACTIVE LACTIC-ACID DERIVATIVES - SYNTHESIS OF OPTICALLY PURE 2-ARYLPROPIONIC ACID AND ESTERS
E. VALOTIUltimo
1985
Abstract
The alkylation of benzene with @)-methyl 2-[ (chlorosulfonyl)oxy]- or 2-(mesyloxy)propionate, in the presence of aluminum chloride, affords (S)-methyl 2-phenylpropionate in good chemical (5040%) and excellent optical yield (197% as determined by rotation), with inversion of configuration at the attacking carbon atom.
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