METHOD FOR ASYMMETRIC ALKYNYLATION OF ALPHA-IMINOESTERS Russian patent published in 2011 - IPC C07C227/32 C07C229/30 C07C229/32 C07C229/36 

FIELD: chemistry.

SUBSTANCE: invention relates to a method of producing enantiomeric excess of asymmetrically alkynylated α-aminoesters of formula (III) in which R₁ and R₂ independently denote C_1-7-alkyl, optionally substituted with phenyl or trimethylsilyl, or C_3-5-cycloalkyl; Y denotes H or a nitrogen atom protecting group. The method involves reaction of α-iminoester of formula (I), in which R₁ and Y assume values given for formula III, with an alkyl containing a terminal triple bond, of formula (II), in which R₂ assumes values given for formula III, in the presence of a catalyst. The catalyst used contains a transition metal complex CuPF₆·4MeCN or CuOTf·0.5C₆H₆ and a chiral ligand selected from , enantiomers thereof and mixture of enantiomers thereof.

EFFECT: method provides high output of asymmetrically alkynylated α-aminoesters of formula (III), which can be used in synthesis as optically active derivatives of amino acids which do not occur naturally.

3 cl, 3 tbl, 4 ex