Title of article :
A Caveat on the Use of 2-Chloro-4,6-dimethoxy-1,3,5-triazine for theSynthesis of 4,4-Dimethyl-2-R-2-Oxazolines1
Author/Authors :
Gossage, Robert A. Acadia University - Department of Chemistry - The Chester Woodleigh Small Laboratory of Organic Chemistry, Canada , Sadowy, Amber L. Acadia University - Department of Chemistry - The Chester Woodleigh Small Laboratory of Organic Chemistry, Canada
Abstract :
The reported synthesis of 4,4-dimethyl-2-R-2-oxazolines from carboxylic acids and 2-amino-2-methyl-1-propanol (1) using 2-chloro-4,6-dimethoxy-1,3,5-triazine (2) via direct coupling/cyclisation isquestioned. The results reported herein indicate that the products are actually omega–hydroxyamides resultingfrom dehydrative R-COOH/1 (peptide) coupling only, which has been known to be mediated by 2 for sometime.
Keywords :
Oxazoline , triazine , coupling reactions , amides , amino alcohols , 4 , 5 , dihydro , 2 , oxazole
Journal title :
letters in organic chemistry
Journal title :
letters in organic chemistry
