Y. Prigent et al., MULTINUCLEAR NMR CHARACTERIZATION OF THE COMPLEXES BETWEEN CHIRAL 3-AMINOPYRROLIDINE LITHIUM AMIDES AND N-BUTYLLITHIUM, Journal de chimie physique et de physico-chimie biologique, 95(2), 1998, pp. 401-405
From a set of one- and two-dimensional H-1, C-13 and Li-6 NMR experime
nts, we propose the formation of a well organised 1:1 tight complex be
tween substituted 3-aminopyrrolidine lithium amides and n-butyllithium
. This complex is probably at the origin of the stereoselection observ
ed in the asymmetric condensation of n-butyllithium onto aromatic alde
hydes.