Abstract

We present an improved and convenient synthesis of [2.2]paracyclophane-imidazoline N,O-ligands with central and planar chirality in seven steps starting from [2.2]paracyclophane. The utility of these ligands in organozinc additions to aldehydes is described. The asymmetric ethylation of aldehydes proceeded with enantioselectivities of up to 97% ee, while the asymmetric arylation of aldehydes gave up to 95% ee (R) and 82% ee (S) using (S,S,SP)-UCD-Imphanol and (S,S,RP)-UCD-Imphanol, respectively.

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