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Synlett 1991; 1991(1): 25-26
DOI: 10.1055/s-1991-20614
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Pyridine Chromium Tricarbonyl Complexes: Completely Stereoselective Aldol-Type Reactions Between 2-Ethylpyridine Chromium Tricarbonyl and Non-Enolisable Aldehydes

Stephen G. Davies* , Mark R. Shipton
  • *The Dyson Perrins Laboratory, South Parks Road, Oxford, OX1 3QY, England
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Publikationsdatum:
07. März 2002 (online)

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α-Deprotonation of 2-ethylpyridine chromium tricarbonyl with lithium diisopropylamide followed by addition of non-enolisable aldehydes, benzaldehyde and 2,2-dimethylpropanal, leads to single diastereoisomers of the corresponding aldol-type products, which on oxidative decomplexation give erythro-1-phenyl-2-(2-pyridyl)-1-propanol and erythro-2,2-dimethyl-4-(2-pyridyl)-3-pentanol, respectively, in good yield.