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Asymmetric Synthesis of Alanine by Hydrogenolytic Asymmetric Transamination between (<i>R</i>)-2-Amino-2-phenylethanol and Ethyl Pyruvate

Kaoru Harada, Minoru Tamura

Bulletin of the Chemical Society of Japan · 1979 · 19 citations · 3 references

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Abstract

Abstract Hydrogenolytic asymmetric transamination between (R)-2-amino-2-phenylethanol and ethyl pyruvate was studied. The optical purity of the resulting alanine was in the range 10–62 %. The effect of solvents and the asymmetric moieties in the syntheses were explained by the chelation hypothesis based on the substrate-catalyst complex.

References

3

Sterically controlled synthesis of optically active organic compounds. VI. Solvent effect in a sterically controlled synthesis of optically active .alpha.-amino acids from .alpha.-oxo acids by reductive amination

Kaoru Harada, Kazuo Matsumoto · The Journal of Organic Chemistry · 1968 · 33 citations

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Syntheses of Optically Active α-Amino Acids from Esters of α-Keto Acids by Hydrogenolytic Asymmetric Transamination, A Solvent Effect

Kaoru Harada, Takao Yoshida · Bulletin of the Chemical Society of Japan · 1970 · 31 citations

, , +9

Sterically controlled syntheses of optically active organic compounds. IV. Syntheses of optically active .alpha.-amino acids from .alpha.-oxo acids by hydrogenolytic asymmetric transamination

Kaoru Harada · The Journal of Organic Chemistry · 1967 · 23 citations

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