New Synthetic Methodes 6: Facile High Yield Synthesis of α-Hydroxycarboxylic Esters, by Mild Solvolysis of Trithioorthoesters with HgO/50% Aqueous HBF4/ROH
- 1 January 1982
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 12 (7) , 527-532
- https://doi.org/10.1080/00397918208063691
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).Keywords
This publication has 2 references indexed in Scilit:
- An efficient and stereospecific total synthesis of dl-protolichesterinic acidTetrahedron Letters, 1976
- Tris‐phenylmercapto‐methyllithium Ein ungewöhnliches CarbenoidEuropean Journal of Inorganic Chemistry, 1972