Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
ENANTIOSELECTIVE α-ALKYLATION OF PHENYLACETIC ACID USING A CHIRAL BIDENTATE LITHIUM AMIDE AS A CHIRAL AUXILIARY
Jun-ichi MATSUO, Kenji KOGA
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Keywords: dilithiated phenylacetic acid, enatioselective alkylation, chiral lithium amide, α-substituted phenylacetic acid
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1997 Volume 45 Issue 12 Pages 2122-2124

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Abstract

Enantioselective alkylation at the α-position of phenylacetic acid (1) can be realized in up to 68% ee by treating the dilithiated 1 with alkyl halides in the presence of a chiral bidentate lithium amide ((R)-3).

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