volume 30, issue 42, Pno-no 2010
DOI: 10.1002/chin.199942134
View full text
David A. Evans, Victor J. Cee, Thomas E. Smith, Keith J. Santiago

Abstract: Selective Lithiation of 2-Methyloxazoles. Applications to Pivotal Bond Constructions in the Phorboxazole Nucleus.-Treatment of 2-methyloxazoles with BuLi or LiN(iPr) 2 results in selective formation of 5-lithiooxazoles or unselective reaction. In the presence of LiNEt 2 , a synthetically useful lithiation occurs which allows the selective generation of 2-(lithiomethyl)oxazoles. This approach appears to be general and can be applied to the synthesis of 2,4-disubstituted oxazole systems relevant to phorboxazole…

expand abstract