2,5-Dihydro-1,3-thiazoles as Scaffolds in the Synthesis of O,N-Diacyl O,N-Acetals in a One-pot Reaction

作者：Stalling Timo; Brockmeyer Fabian; Kroeger Denis; Schwaeblein Almuth; Martens Juergen^*

来源：Zeitschrift Fur Naturforschung Section B-a Journal of Chemical Sciences, 2012, 67(10): 1045-1055.

DOI：10.5560/ZNB.2012-0146

• Imines
• Acetals
• N-Acyliminium Ion
• Carboxylates
• Stereochemistry

The Asinger reaction is a very powerful tool to form 2,5-dihydro-1,3-thiazoles in high yields. Treating these heterocyclic imines with acid chlorides followed by adding sodium carboxylates led to a large number of new O,N-diacyl O,N-acetals. Using chiral starting materials, a high diastereo-selectivity was observed in several cases. X-Ray structures document the constitution and clarify the relative configuration of the prepared O,N-diacyl O,N-acetals.

• 出版日期2012-10