Application of a chiral copper-1,1-bis{2-[(4S)-tert-butyloxazolinyl]} cyclopropane catalyst for asymmetric cyclopropanation of styrene
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The structural effects of the bridge moiety and 5-position on bisoxazoline ligands were studied for the copper-catalyzed asymmetric cyclopropanation of styrene with ethyl diazoacetate. The 1,1-bis{2-[(4S)-tert-butyloxazolinyl]}cyclopropane ligand showed a remarkable enhancement in the stereoselectivities (trans/cis = 84/16, >99.9 1.466888e-268e for the trans product) compared with the previously reported best ligand, 2,2-bis{2-[(4S)-tert-butyloxazolinyl]}propane (trans/cis=75/25, 99.0 0.000000e+00e for the trans product).
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