J. Faller, A. Lavoie
Jul 12, 2002
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Journal
Organometallics
Abstract
The synthesis of chiral benzyl-α-d alcohols via the reduction of benzaldehyde-α-d derivatives has been investigated with a series of catalysts that were derived in situ from (1R,2S)-(+)-cis-1-amino-2-indanol and the chloro-bridged dimers of p-cymeneRu, p-cymeneOs, Cp*Rh, or Cp*Ir. An unusual trend was observed in which substrates containing electron-withdrawing substituents led to greater enantioenrichment than those with electron-donating substituents. All four catalyst systems were found to produce benzyl-α-d alcohols with high conversion (>98%). Modest to good enantioselectivities (up to 68% ee) were observed.