不斉触媒BPPM-Rhの開発とその応用研究

阿知波 一雄

doi:10.1248/yakushi1947.106.7_521

YAKUGAKU ZASSHI

Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903

Studies on Development of Chiral Catalyst BPPM-Rh and Its Application

KAZUO ACHIWA

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Keywords: chiral pyrrolidinebisphosphine ligand, BPPM, PPPM, asymmetric hydrogenation, α-amino acid, R-(-)-pantolactone, α-methylsuccinic acid, α-hydroxyester, salsolidine, β-amino acid, α-methylaspartic acid, asymmetric synthesis

JOURNAL FREE ACCESS

1986 Volume 106 Issue 7 Pages 521-536

DOI https://doi.org/10.1248/yakushi1947.106.7_521

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Abstract

Development of novel chiral pyrrolidinebisphosphine ligands (BPPM, PPM etc.) from L-hydroxyproline and their application to catalytic asymmetric synthesis of biologically important compounds were described.
α-Amino acid (91-92% optical yields), salsolidine (45%), α-hydroxyester (78.5%), R-(-)-pantolactone (80.5-86.7%), β-aminoacids (53-55.2%), α-methylsuccinic acid (94.2%), and β-methylaspartic acid (58.2%) were obtained. The mechanism of their asymmetric hydrogenation was also clarified.

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