Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
A General Synthetic Method of Chiral 2-Arylalkanoic Esters via Thermal 1,2-Rearrangement
Yutaka HondaAiichiro OriGen-ichi Tsuchihashi
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1987 Volume 60 Issue 3 Pages 1027-1036

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Abstract

(S)-1-Aryl-2-sulfonyloxy-1-alkanone acetals, prepared from natural ethyl (S)-lactate or (S)-valine (chiral sources) by the use of a Grignard reaction, were rearranged under hydrolytic conditions in the presence of a base to give (S)-2-arylalkanoic esters which, in general, showed much higher pharmacological activities than their antipodes.

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