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Synthesis of chiral bis(oxazolinyl)biferrocene ligands and their application to Cu(I)-catalyzed asymmetric cyclopropanation

✍ Scribed by Sung-Gon Kim; Chang-Woo Cho; Kyo Han Ahn

Book ID: 104361123
Publisher: Elsevier Science
Year: 1997
Tongue: English
Weight: 254 KB
Volume: 8
Category: Article
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(97)00097-9

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✦ Synopsis

Homochiral bis(oxazolinyl)biferrocene ligands, which have both planar and central chirality, are synthesized from oxazolinylferrocenes through a diastereoselective directed lithiation followed by an oxidative dimerization. Asymmetric cyclopropanation of styrene with diazoacetates in the presence of 5 mol% CuOTf-bis(oxazolinyl)biferrocene complexes gives 2-(phenyl)cyclopropane carboxylates in up to 99% ee. (~) 1997 Elsevier Science Ltd

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