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o-Quinone methides (o-QMs) are important species in organic synthesis. However, their catalytic asymmetric reactions are scarce. To our knowledge, catalytic asymmetric reactions of b,bdisubstituted o-QMs are unknown. For some reviews
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o-Quinone methides (o-QMs) are important species in organic synthesis. However, their catalytic asymmetric reactions are scarce. To our knowledge, catalytic asymmetric reactions of b,bdisubstituted o-QMs are unknown. For some reviews:
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94
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85028164490
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No kinetic resolution of the starting material 1a was observed, that is, at partial conversion the starting alcohol remained racemic
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a) No kinetic resolution of the starting material 1a was observed, that is, at partial conversion the starting alcohol remained racemic.
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95
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85028138846
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With the enantioenriched 1a (97% ee) as the starting material, the product 3a was formed in comparable enantiomeric excess (90% ee). At partial conversion, the ee values of the starting 1a and the product 3a both remained essentially constant, thus suggesting an irreversible first step
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)With the enantioenriched 1a (97% ee) as the starting material, the product 3a was formed in comparable enantiomeric excess (90% ee). At partial conversion, the ee values of the starting 1a and the product 3a both remained essentially constant, thus suggesting an irreversible first step.
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96
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85028165603
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For examples, see
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For examples, see:
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97
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38849129202
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Y.-X. Jia, J. Zhong, S.-F. Zhu, C.-M. Zhang, Q.-L. Zhou, Angew. Chem. 2007, 119, 5661 - 5663;
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(2007)
Angew. Chem.
, vol.119
, pp. 5661-5663
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Jia, Y.-X.1
Zhong, J.2
Zhu, S.-F.3
Zhang, C.-M.4
Zhou, Q.-L.5
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98
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34547155080
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Y.-X. Jia, J. Zhong, S.-F. Zhu, C.-M. Zhang, Q.-L. Zhou, Angew. Chem. Int. Ed. 2007, 46, 5565-5567;
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(2007)
Angew. Chem. Int. Ed.
, vol.46
, pp. 5565-5567
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Jia, Y.-X.1
Zhong, J.2
Zhu, S.-F.3
Zhang, C.-M.4
Zhou, Q.-L.5
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99
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56449087939
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J.Itoh, K.Fuchibe, T.Akiyama, Angew. Chem. 2008, 120, 4080 - 4082;
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(2008)
Angew. Chem.
, vol.120
, pp. 4080-4082
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Itoh, J.1
Fuchibe, K.2
Akiyama, T.3
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101
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85028169958
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for a theoretical study, see
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for a theoretical study, see:
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