New chiral o-hydroxyphenyl diazaphospholidine oxide. Catalytic application in asymmetric addition of diethylzinc to aromatic aldehydes

Tetrahedron Letters

Volumn 39, Issue 19, 1998, Pages 2961-2964

  Brunel, Jean Michel ^a   Constantieux, Thierry ^a   Legrand, Olivier ^a   Buono, Gérard ^a  

^a AIX MARSEILLE UNIVERSITY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; DIAMINE; PHOSPHINE DERIVATIVE;

ARTICLE; CATALYSIS; CHIRALITY; ENANTIOMER; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 0032492911     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00388-8     Document Type: Article

References (35)

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33. 4, filtered and the solvent evaporated under reduced pressure The residue was purified by flash chromatography on silica gel column (eluent : diethylether/pentane 50/50) to afford the corresponding pure alcohol in 91% chemical yield and 99% ee.
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35. (20) Recently Chan et al. reported the same phenomenon where the enantioselectivity followed a linear free energy relationship with higher enantioselectivity obtained for more reactive aryl aldehydes. Zhang, H.; Xue, F.; Mak, T. C. W.; Chan, K. S. J. Org. Chem. 1996, 61, 8002.