Abstract
A series of novel chiral C
2 -symmetric 1,1′-disubstituted ferrocenyl aziridino alcohols have been readily synthesized and applied as catalysts to promote enantioselective addition of diethylzinc to aldehydes affording the corresponding 1-propanols in up to 99.5% enantiomeric excess with excellent yields. The effect of the ligand structure on the enantioselectivity was examined. The results showed that the C
2 -symmetric ferrocenyl β-amino alcohol ligands could produce an excellent asymmetric environment for the asymmetric addition of diethylzinc to aldehydes. The absolute configuration of chiral C
2 -symmetric ferrocenyl aziridino alcohol ligand 8j was confirmed by X-ray diffraction analysis.
Key words
aziridino alcohols - ferrocenyl - asymmetric addition - diethylzinc - aldehydes
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