Abstract
Enantioselective insertion reactions of methyl phenyldiazoacetate into the SiH bond of silanes were effected by employing dirhodium(II) carboxylates incorporating N-phthaloyl-( S)-amino acids as chiral bridging ligands. The use of dirhodium(II) tetrakis[ N-phthaloyl-( S)-phenylalaninate] as a catalyst produced methyl (2 S)-(dimethylphenylsilyl)phenylacetate in 74% ee, whereas catalysis with dirhodium(II) tetrakis[ N-phthaloyl-( S)-phenylglycinate] afforded its enantiomer in 72% ee.
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