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Optically active sugar thioamides from δ-gluconolactone

Authors
Journal
Tetrahedron Asymmetry
0957-4166
Publisher
Elsevier
Publication Date
Volume
11
Issue
9
Identifiers
DOI: 10.1016/s0957-4166(00)00140-3
Keywords
  • Articles

Abstract

Abstract This paper describes a facile and rapid approach to N-alkyl- and N-aryl-thiogluconamides employing δ-gluconolactone as starting material. The protocol involves a three-step sequence to afford the corresponding thioamides as crystalline substances in moderate to good yields. The Lawesson reagent was found to be the reagent of choice to accomplish the key transformation amide–thioamide.

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