3.8 Article

One-step synthesis of oxazoline and dihydrooxazine libraries

Journal

JOURNAL OF COMBINATORIAL CHEMISTRY
Volume 9, Issue 3, Pages 473-476

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/cc060159t

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Funding

  1. NIGMS NIH HHS [P50 GM069663-01, P50 GM069663-010002, P50 GM069663-020002, P50 GM069663-030002, P50 GM069663, P50 GM-069663, P50 GM069663-02, P50 GM069663-03] Funding Source: Medline

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The reactions of 1,2- and 1,3-hydroxyalkyl azides and aldehydes in the presence of Lewis acid result in the one-step construction of oxazolines and dihydrooxazines, respectively. The reaction was adapted to parallel synthesis using a polymer-bound phosphine to scavenge excess hydroxyalkyl azide. Thus, a 60-member library of various disubstituted oxazolines and di- and trisubstituted dihydrooxazines was generated.

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