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Communication | Special issue | Vol 18, No. 1, 1982, pp.13-19
Published online, 1st January, 1970
DOI: 10.3987/S(B)-1982-01-0013
Regioselective Additions to 3-(Oxazolinyl)pyridine with Organolithium Reagents

A. I. Meyers* and Nicholas R. Natale

*Department of Chemistry, Colorado State University, Fort Collins, CO 80523-1872, U.S.A.

Abstract

Organolithium reagents have been found to add to the 4- or 6-position in pyridines depending on the nature of the oxazoline present. Thus, methoxy-containing oxazolines lead to the 4-addition product (>95%), whereas hydroxy-containing oxazolines direct addition to the 6-position in yields as high as 95%.