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ChemInform Abstract: Chiral Zirconium-Catalyzed Asymmetric Mannich-Type Reactions Using Acylhydrazones as Imine Equivalents.

✍ Scribed by Shu Kobayashi; Yoshiki Hasegawa; Haruro Ishitani

Publisher
John Wiley and Sons
Year
2010
Weight
35 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

Chiral Zirconium-Catalyzed Asymmetric Mannich-Type Reactions Using Acylhydrazones as Imine Equivalents. -In the presence of a catalytic amount of a new zirconium catalyst derived from Zr(O-tBu) 4 and a modified BINOL ligand, hydrazones (I) react with silyl enolates to afford the corresponding adducts (III) (7 examples) in good yields and high enantiomeric excesses. The adducts are readily converted to some versatile nitrogen-containing compounds [cf. (IV)-(VI)] with no loss of optical purity. -

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