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2 results on '"Kuwano"'

1. Highly Enantioselective Synthesis of Chiral 3-Substituted Indolines by Catalytic Asymmetric Hydrogenation of Indoles

Author

Ryoichi Kuwano, Kohei Kaneda, Takashi Kurokawa, Yoshihiko Ito, Takashi Ito, and Koji Sato

Subjects
Stereochemistry, Chemistry, Ligand, Asymmetric carbon, Organic Chemistry, Asymmetric hydrogenation, Enantioselective synthesis, General Medicine, Physical and Theoretical Chemistry, Optically active, Biochemistry, Medicinal chemistry, Catalysis
Abstract

[reaction: see text] N-Tosyl 3-substituted indoles were hydrogenated with high enantioselectivities (95-98% ee) by use of a trans-chelating chiral bisphosphine, (S,S)-(R,R)-PhTRAP ligand. The chiral catalyst, which was generated in situ from [Rh(nbd)(2)]SbF(6), PhTRAP, and Cs(2)CO(3), is useful for enantioselectively synthesizing a range of diverse optically active indolines possessing a chiral carbon at the 3-position.

Published
2004

2. Palladium-Catalyzed Nucleophilic Benzylic Substitutions of Benzylic Esters

Author

Yosuke Matsuyama, Ryoichi Kuwano, and Yutaka Kondo

Subjects
inorganic chemicals, Substitution reaction, Chemistry, organic chemicals, chemistry.chemical_element, General Chemistry, General Medicine, Alkylation, Bite angle, urologic and male genital diseases, Biochemistry, Medicinal chemistry, Catalysis, Colloid and Surface Chemistry, Nucleophile, Nucleophilic substitution, polycyclic compounds, Organic chemistry, heterocyclic compounds, Amination, Palladium, Carbanion
Abstract

A palladium complex generated in situ from [Pd(eta3-C3H5)(cod)]BF4 and DPPF is a good catalyst for benzylic alkylation of benzyl methyl carbonate with the carbanion of dimethyl malonates. The catalytic reaction is applicable to a wide range of the benzylations of benzylic esters with malonates. The catalytic activity was heavily affected by the bite angle of the bidentate phosphine ligand on palladium. DPEphos ligand is superior to DPPF in the case of palladium-catalyzed benzylic amination of benzylic esters.

Published
2004

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