Asymmetric synthesis of .alpha.-substituted-.alpha.-...

Details Asymmetric synthesis of .alpha.-substituted-.alpha.-... Asymmetric synthesis of .alpha.-substituted-.alpha.-...

C - Chemistry, Metallurgy

07

D

260/316, 260/363

C07D 209/48 (2006.01) C07D 213/57 (2006.01) C07D 233/54 (2006.01) C07D 403/06 (2006.01) C07K 5/12 (2006.01)

Patent

CA 1258075

ABSTRACT Asymmetric Synthesis Of .alpha.-Substituted-.alpha.-cyanomethyl Alcohols The invention concerns a process for the pre- paration of an .alpha. substituted- .alpha. -cyanomethyl alcohol enantiomer of formula I Image I wherein the group R1 is an alkenyl, alkynyl, aryl or heteroaryl group by reacting an aldehyde of formula II Image II with hydrogen cyanide in the presence of a cyclic dipeptide enantiomer at a temperature below ambient temperature. The process enables the preparation of compounds of formula I in high yield and high enantiomeric excess. The enantiomers of formula I may be used as intermediates for the preparation of chiral pyrethroids and chiral arylethanolamines. The invention also embraces cyclic dipeptide enantiomers, processes for the preparation of chiral pyrethroids and chiral arylethanolamines from .alpha. - substituted- .alpha. -cyanomethyl alcohol enantiomers of formula I and chiral pyrethroids and chiral ethanol- amines and the chiral pyrethroids and chiral ethanol- amines prepared thereby.

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