The Journal of Organic Chemistry

One-Step Conversion of Aldehydes to Oxazolines and 5, 6-Dihydro-4 H-1, 3-oxazines Using 1, 2-and 1, 3-Azido Alcohols

JG Badiang, J Aubé

Index: Badiang, Jennifer G.; Aube, Jeffrey Journal of Organic Chemistry, 1996 , vol. 61, # 7 p. 2484 - 2487

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Citation Number: 99

Abstract

The 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.