Abstract
Cyclopropanation of styrene with α-diazoacetate in the presence of ( R, R)-(salen)ruthenium complex 4 in THF which dissolves the complex exhibits remarkable cis- and enantio-selectivity [ cis: trans=97:3, >97% ee (1 S,2 R)], while the same reaction in hexane which does not dissolve it shows good but opposite sense of enantioselectivity [−83% ee (1 R,2 S)] together with moderate cis-selectivity ( cis: trans=68:32). In homogeneous and heterogeneous conditions, (salen)ruthenium complexes are considered to have different ligand-conformation which, in turn, causes the opposite sense of enantioface selectivity in the cyclopropanation.
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