Tetrahedron Letters p. 2561 - 2564 (1997)
Update date:2022-08-12
Topics:
Clayden, Jonathan
Pink, Jennifer H.
Lateral lithiation - electrophilic quench of 2-substituted N,N-dialkyl-1-naphthamides proceeds with high levels of diastereoselectivity in favour of one atropisomer of the product. Similar atroposelectivity may be observed in the reactions of 2-substituted benzamides, provided the products are trapped at low temperature by a subsequent in situ ortholithiation - alkylation reaction.
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