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One-step synthesis of oxazoline and dihydrooxazine libraries.

ABSTRACT: 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.

SUBMITTER: Chaudhry P

PROVIDER: S-EPMC2539067 | biostudies-literature | 2007 May-Jun

REPOSITORIES: biostudies-literature

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One-step synthesis of oxazoline and dihydrooxazine libraries.

Chaudhry Priyanka P Schoenen Frank F Neuenswander Benjamin B Lushington Gerald H GH Aubé Jeffrey J

Journal of combinatorial chemistry 20070329 3

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. ...[more]

PMID: 17391008

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