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Updated: Feb 11, 2026

A Protocol for Safe Lithiation Reactions Using Organolithium Reagents
Published on: November 12, 2016
Solid-State Structural Investigation of an Organolithium (-)-Sparteine Complex: η3
Daniel J Pippel1, Gerald A Weisenburger1, Scott R Wilson1
1Department of Chemistry, University of Illinois at Urbana-Champaign, Fax: (+1) 217-244-8068.
Abstract:
A η3 monomeric alkyllithium⋅(-)-sparteine complex has been isolated and characterized in the solid state (see picture). Determination of the absolute configuration of this key intermediate in asymmetric metalation/substitution sequences of N-tert-butoxycarbonyl-N-(p-methoxyphenyl)cinnamylamine allows definitive assignment of the stereochemical course of its electrophile-dependent substitution reactions.
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