One-Step Conversion of Aldehydes to Oxazolines and 5,6-Dihydro-4 H -1,3-oxazines Using 1,2- and 1,3-Azido Alcohols
1996; American Chemical Society; Volume: 61; Issue: 7 Linguagem: Inglês
10.1021/jo9521256
ISSN1520-6904
AutoresJennifer G. Badiang, Jeffrey Aubé,
Tópico(s)Chemical Synthesis and Analysis
ResumoThe reactions of 1,2- and 1,3-hydroxy azides with aldehydes under acidic conditions were examined. A variety of Lewis acids were examined, of which BF3·OEt2 was found the most convenient. Trimethylsilyl ether derivatives of the alcohols could also be reacted using trimethylsilyl triflate as the promoter. Twenty-five examples that proceed in moderate to quantitative yields are reported.
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