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Synlett 2000; 2000(8): 1133-1134
DOI: 10.1055/s-2000-6761
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Chiral Zirconium Alkoxides-Mediated Asymmetric Meerwein-Ponndorf-Verley Cyanation of Aldehydes

Takashi Ooi* , Keisuke Takaya, Tomoya Miura, Hayato Ichikawa, Keiji Maruoka
  • *Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan; Fax + 81-75-753-40 41; E-mail: maruoka@kuchem.kyoto-u.ac.jp
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Publication Date:
31 December 2000 (online)

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Chiral zirconium alkoxides prepared in situ from Zr(OBu t )4, TADDOL and acetone cyanohydrin in CH2Cl2 effect the enantioselective Meerwein-Ponndorf-Verley cyanation of aldehydes, giving optically active cyanohydrins. The reaction proceeds catalytically with the aid of activated, powdered 4 Å molecular sieves.

chiral zirconium alkoxides - Meerwein-Ponndorf-Verley cyanation - aldehydes - acetone cyanohydrin - optically active cyanohydrin