Catalytic Enantioselective Arylation of N-Tosylarylimines with Arylboronic Acids Using C2-Symmetric Cationic N-Heterocyclic Carbene Pd2+ Diaquo Complexes
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作者:
Ma, Guang-Ning
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E China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai 200237, Peoples R ChinaE China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China
Ma, Guang-Ning
[1
]
Zhang, Tao
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E China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai 200237, Peoples R ChinaE China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China
Zhang, Tao
[1
]
Shi, Min
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E China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China
Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R ChinaE China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China
Shi, Min
[1
,2
]
机构:
[1] E China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
The asymmetric arylation of N-tosylimines with arylboronic acids was realized by using chiral cationic C-2-symmetric N-heterocyclic carbene (NHC) Pd2+ diaquo complex 5b as the catalyst in combination with 1.0 equiv of K3PO4 center dot 3H(2)O in THF at 4 degrees C in the presence of powdered 4 angstrom MS to afford the corresponding adducts in excellent yields (up to 99%) and good to high enantioselectivities (up to 94% ee).
机构:
Hokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido 0608628, JapanHokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido 0608628, Japan
Sakuma, S
Miyaura, N
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Hokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido 0608628, JapanHokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido 0608628, Japan
机构:
CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USACALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USA
Scholl, M
Ding, S
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CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USACALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USA
Ding, S
Lee, CW
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CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USACALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USA
Lee, CW
Grubbs, RH
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CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USACALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USA
机构:
Hokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido 0608628, JapanHokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido 0608628, Japan
Sakuma, S
Miyaura, N
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机构:
Hokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido 0608628, JapanHokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido 0608628, Japan
机构:
CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USACALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USA
Scholl, M
Ding, S
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机构:
CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USACALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USA
Ding, S
Lee, CW
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CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USACALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USA
Lee, CW
Grubbs, RH
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机构:
CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USACALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Labs Chem Synthesis, Pasadena, CA 91125 USA