Synthetic Communications

New Synthetic Methodes 6: Facile High Yield Synthesis of α-Hydroxycarboxylic Esters, by Mild Solvolysis of Trithioorthoesters with HgO/50% Aqueous HBF4/ROH

D Scholz

Index: Scholz, D. Synthetic Communications, 1982 , vol. 12, # 7 p. 527 - 532

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Citation Number: 3

Abstract

Abstract α-hydroxycarboxylic esters are generally available by the methode of D. Seebach2), by reacting aldehydes with the carbanions of trithioorthoformic esters. An important and quite often limiting step in this procedure is the solvolysis of the trithioorthoesters, mainly done by prolonged refluxing a solution of the α- hydroxytrithioorthoesters in the presence of heavy metal salts3).