期刊
SYNLETT
卷 -, 期 14, 页码 2242-2244出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0029-1217722
关键词
N-(2-methoxybenzyl)pivalamide; directed lithiation; synthesis; dilithium intermediate; electrophile
Directed lithiation of N-(2-methoxybenzyl)pivalamide with two mole equivalents of t-BuLi in anhydrous THF at -78 degrees C followed by reactions with various electrophiles gave ring substitution, but ortho to the methoxy group rather than ortho to the pivaloylaminomethyl group, which was unexpected in view of earlier results reported with n-BuLi.
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