CommunicationHomochiral 2,2′-bis(oxazolyl)-1,1′-binaphthyls as ligands for copper(I)-catalyzed asymmetric cyclopropanation

Add time:09/08/2019    Source:sciencedirect.com

Homochiral 2,2′-bis[4-(alkyl)oxazol-2-yl]-1,1′-binaphthyls, which possess both binaphthyl axial chirality and carbon centred chirality, were prepared from 1,1′-binaphthyl-2,2′-dicarboxylic acid and 2-alkyl-2-aminoethanols in high yields. Asymmetric cyclopropanation of styrene with diazoacetates in the presence of 2 mol % of copper(I) triflate and (S)-2,2′-bis[(S)-4-(t-butyl)oxazol-2-yl]-1,1′-binaphthyl gave optically active 2-(phenyl)cyclopropane-carboxylates of up to 97% ee.

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