Oxazoline and Dihydrooxazine Library

P. Chaudhry; F. Schoenen; B. Neuenswander; G. H. Lushington; J. Aubé

doi:10.1055/s-2007-968917

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Synfacts 2007(9): 0997-0997
DOI: 10.1055/s-2007-968917

Polymer-Supported Synthesis

Oxazoline and Dihydrooxazine Library

Contributor(s): Yasuhiro Uozumi, Hiroe Takenaka
P. Chaudhry, F. Schoenen, B. Neuenswander, G. H. Lushington, J. Aubé*
University of Kansas, Lawrence, USA

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Publication History

Publication Date:
23 August 2007 (online)

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Significance

The acid-promoted condensation of aldehydes and 1,2- and 1,3-hydroxyalkyl azides was applied for the construction of a library of oxazolines and dihydrooxazines. Combinatorial parallel reactions of nine aldehydes and eight azide alcohols (including non-reactive combinations) provided the 60-member library of various substituted heterocycles. A high-throughput protocol of the ring-construction reaction was realized by use of PS-supported triarylphosphine and PS-supported Ts-hydrazine to scavenge the unreacted azides and aldehydes, respectively.