Probing solvent effects on mixed aggregates associating a chiral lithium amide and n-BuLi by NMR: from structure to reactivity?

Dalton Transactions Pub Date: 2014-06-11 DOI: 10.1039/C4DT01156B

Abstract

An NMR study of a 1?:?1 mixture of a chiral lithium amide (4a) and n-BuLi shows that depending on the solvent employed (Et2O or THF) a mixed aggregate can form in proportions that are directly related to the ees measured during the enantioselective alkylation of o-tolualdehyde by these same species.

Graphical abstract: Probing solvent effects on mixed aggregates associating a chiral lithium amide and n-BuLi by NMR: from structure to reactivity
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