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8.1.14.2.1 Variation 1: Amine Directed ortho-Lithiation Groups

DOI: 10.1055/sos-SD-008-00213

Gribble, G. W.Science of Synthesis, (20068362.

Amines are strong Lewis bases and were recognized early to be powerful directed lithiation groups.[‌11‌,‌13‌,‌16‌,‌20‌] Reich has used multinuclear NMR to probe the structures of aryllithium compounds, e.g. 13, with amine side chains (Scheme 6).[‌60‌,‌61‌] Normally, these lithiated species are not isolated but treated directly with an electrophile.

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