Enantioselective reaction of an imine with methyllithium catalyzed by a chiral ligand

Isao Inoue; Mitsuru Shindo; Kenji Koga; Motomu Kanai; Kiyoshi Tomioka

doi:10.1016/0957-4166(95)00331-I

Enantioselective reaction of an imine with methyllithium catalyzed by a chiral ligand

Isao Inoue, Mitsuru Shindo, Kenji Koga, Motomu Kanai, Kiyoshi Tomioka

Research output: Contribution to journal › Article › peer-review

67 Citations (Scopus)

Abstract

Enantioselective reaction of benzaldehyde 4-anisidineimine 1 with methyllithium in toluene was mediated by a series of chiral aminoethers 3-11 to give the corresponding amine 2 in good to moderate ee. The chiral tridentate aminoethers 7-11 are superior to the bidentate ligands 3-6. Lithium bromide affects significantly the enantioselectivity in the catalytic reaction, but not in the stoichiometric reaction.

Original language	English
Pages (from-to)	2527-2533
Number of pages	7
Journal	Tetrahedron: Asymmetry
Volume	6
Issue number	10
DOIs	https://doi.org/10.1016/0957-4166(95)00331-I
Publication status	Published - Oct 1995
Externally published	Yes

All Science Journal Classification (ASJC) codes

Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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10.1016/0957-4166(95)00331-I

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abstract = "Enantioselective reaction of benzaldehyde 4-anisidineimine 1 with methyllithium in toluene was mediated by a series of chiral aminoethers 3-11 to give the corresponding amine 2 in good to moderate ee. The chiral tridentate aminoethers 7-11 are superior to the bidentate ligands 3-6. Lithium bromide affects significantly the enantioselectivity in the catalytic reaction, but not in the stoichiometric reaction.",

author = "Isao Inoue and Mitsuru Shindo and Kenji Koga and Motomu Kanai and Kiyoshi Tomioka",

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T1 - Enantioselective reaction of an imine with methyllithium catalyzed by a chiral ligand

AU - Inoue, Isao

AU - Shindo, Mitsuru

AU - Koga, Kenji

AU - Kanai, Motomu

AU - Tomioka, Kiyoshi

PY - 1995/10

Y1 - 1995/10

N2 - Enantioselective reaction of benzaldehyde 4-anisidineimine 1 with methyllithium in toluene was mediated by a series of chiral aminoethers 3-11 to give the corresponding amine 2 in good to moderate ee. The chiral tridentate aminoethers 7-11 are superior to the bidentate ligands 3-6. Lithium bromide affects significantly the enantioselectivity in the catalytic reaction, but not in the stoichiometric reaction.

AB - Enantioselective reaction of benzaldehyde 4-anisidineimine 1 with methyllithium in toluene was mediated by a series of chiral aminoethers 3-11 to give the corresponding amine 2 in good to moderate ee. The chiral tridentate aminoethers 7-11 are superior to the bidentate ligands 3-6. Lithium bromide affects significantly the enantioselectivity in the catalytic reaction, but not in the stoichiometric reaction.

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JO - Tetrahedron: Asymmetry

JF - Tetrahedron: Asymmetry

IS - 10

ER -

Enantioselective reaction of an imine with methyllithium catalyzed by a chiral ligand

Abstract

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