120533-53-1Relevant articles and documents
CYCLIZATION OF 3-HYDROXY-3-ALKYL-2-(2-HYDROXYETHYLTHIO)-1-BUTENECARBONITRILES TO 5-AMINOFURAN-3-ONES
Skvortsov, Yu. M.,Moshchevitina, E. I.,Mal'kina, A. G.
, p. 1069 (1988)
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CYANOACETYLENE AND ITS DERIVATIVES. XI. REACTIONS OF TERTIARY CYANOALKYNYL ALCOHOLS WITH 2-MERCAPTOETHANOL
Skvortsov, Yu. M.,Moshchevitina, E. I.,Mal'kina, A. G.,Romanenko, L. S.,Trofimov, B. A.
, p. 1055 - 1058 (2007/10/02)
The nucleophilic addition of 2-mercaptoethanol to tertiary cyanoalkynyl alcohols takes place regio- and stereospecifically with the formation of 3-hydroxy-2-(2-hydroxyethylthio)-3,3-dialkyl-1-alkene-1-carbonitriles and 2,7-di(1-hydroxy-1-methylethyl)-6-oxa-3-thia-1,7-octadiene-1,8-dicarbonitrile.Under the influence of bases (triethylamine, lithium hydroxide) the former undergo further transformations, giving 2-amino-5,5-dialkyl-4,5-dihydro-4-furanones.