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Binaphthylcyclopentadiene: A C2-symmetric annulated cyclopentadienyl ligand with axial chirality

✍ Scribed by Steven L. Colletti; Ronald L. Halterman

Book ID
104229579
Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
236 KB
Volume
30
Category
Article
ISSN
0040-4039

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✦ Synopsis

The asymmetric preparation and metallation of binaphthylcyclopentadiene 1 is described. The key step in this four step synthesis is an asymmetric nickel-catalyzed coupling reaction. Chiral cyclopentadienyl ligands are becoming recognized as potent chiral auxiliaries for asymmetric organometallic reactions.lv2 Despite their promise, relatively few chiral cyclopentadienyl ligands have been prepared when compared to the many examples of other chiral ligands such as phosphines, amines and alcohols.3 Due to the advantages inherent in Q-symmetric annulated cyclopentadienyl ligands,4 we are engaged in the design, synthesis and application of such ligands in asymmetric synthesis. In order to provide ligands which are

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