A route to 1,2-diols by enantioselective organocatalytic α-oxidation with molecular oxygen
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作者:
Ibrahem, Ismail
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Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, SwedenStockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
Ibrahem, Ismail
[1
]
Zhao, Gui-Ling
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Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, SwedenStockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
Zhao, Gui-Ling
[1
]
Sunden, Henrik
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Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, SwedenStockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
Sunden, Henrik
[1
]
Cordova, Armando
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Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, SwedenStockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
Cordova, Armando
[1
]
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[1] Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
A route to 1,2-diols by the direct organocatalytic enantioselective alpha-oxidation of aldehydes using molecular oxygen is presented. Protected commercially available chiral pyrrolidines catalyze the asymmetric alpha-oxidation of aldehydes with singlet molecular oxygen with high enantioselectivity to furnish the corresponding diols after in situ reduction in high yield with up to 98% ee. Electrophilic singlet molecular oxygen was photo or chemically generated ('dark' O-1(2)). (c) 2006 Elsevier Ltd. All rights reserved.
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Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, SwedenStockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
Sundén, H
Engqvist, M
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Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, SwedenStockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
Engqvist, M
Ibrahem, I
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Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, SwedenStockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
Ibrahem, I
Casas, J
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Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, SwedenStockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
机构:
Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, SwedenStockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
Sundén, H
Engqvist, M
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Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, SwedenStockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
Engqvist, M
Ibrahem, I
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Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, SwedenStockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
Ibrahem, I
Casas, J
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Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, SwedenStockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden