(Object): There are provided (1) an optically active a-amino acid
derivative, a stereoselectively useful intermediate for the synthesis of
pharmaceutical or agrochemical products, which derivative is an optically
active quaternary ammonium salt that, when used as an axially chiral
spiro phase-transfer catalyst in the asymmetric alkylation of a glycine
derivative, gives a high stereoselectivity toward substrates having a
small molecule such as methyl iodide, or secondary alkyl halides, and a
method for producing the same; and (2) a novel optically active
quaternary ammonium salt that is a high performance axially chiral spiro
phase-transfer catalyst used in the asymmetric alkylation of a glycine
derivative, and in which each ring of the spiro-structure has the same
structure that is advantageous in terms of the number of steps involved
in the synthesis of the catalyst, and a method for producing the same and
a method for recovering the same. (Solving means): To achieve the
objects, (1) an axially chiral spiro-ammonium salt that incorporates an
alkyl- or aryl-substituted silyl group as a substituent on the aromatic
ring is used as a phase-transfer catalyst in the asymmetric alkylation of
a glycine derivative, and (2) an axially chiral spiro-ammonium slat that
incorporates a substituent encompassing a perfluoro alkyl group is used
in the asymmetric alkylation of a glycine derivative and thereafter is
recovered using a fluorous solvent.