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Preparation of polymer-supported benzyllithium reagents.

Bioorganic & medicinal chemistry letters (2002-06-28)
Shinichi Itsuno, Satoshi Tanaka, Akira Hirao
RESUMEN

Cross-linked polystyrenes (2, 8, and 11) possessing pendant double bonds conjugated with benzene ring were prepared by both polymerization method and chemical modification of pre-formed polymers. These double bonds were readily lithiated with n-butyllithium to give the benzyllithium species on the polymer. The polymer supported benzylic anions (3 and 12) are a versatile polymeric organometallic reagent that reacted with various kinds of electrophiles.

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Sigma-Aldrich
n-Butil-litio solution, 2.5 M in hexanes
Sigma-Aldrich
n-Butil-litio solution, 1.6 M in hexanes
Sigma-Aldrich
n-Butil-litio solution, 2.0 M in cyclohexane
Sigma-Aldrich
n-Butil-litio solution, 2.7 M in heptane
Sigma-Aldrich
n-Butil-litio solution, 10.7 M in hexanes