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70549096498
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note
-
a) It was suspected that the great difference on the reactivity of the reaction for different Lewis acids was mostly dependent on the possible phosphonate-phosphite equilibrium; The Lewis acid activates both the dimethyl phosphite and ketone, while the activation of dimethyl phosphite is more important for the hydrophosphonylation of ketone in this paper. Although the precise order of different Lewis acids for the activation of dimethyl phosphite was hard to determine owing to the difficult observation of the metallo-phosphite, it was believed that basic counterions and a suitable acidity of the Lewis acid were beneficical for the activation of dimethyl phosphite,
-
-
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59
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70549100521
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Elevating the reaction temperature was beneficial for the hydrophosphonylation of ketone
-
b) Elevating the reaction temperature was beneficial for the hydrophosphonylation of ketone,
-
-
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60
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70549092382
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-
4
-
4.
-
-
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61
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70549092381
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4 as the catalyst. The yields had no obvious improvement using other Lewis acids under neat conditions
-
4 as the catalyst. The yields had no obvious improvement using other Lewis acids under neat conditions.
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-
-
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62
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70549096497
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Using 4-methoxybenzoic acid as the additive, the enantioselectivity of the reaction could be further increased to 65% ee albeit with a reduced reactivity
-
e) Using 4-methoxybenzoic acid as the additive, the enantioselectivity of the reaction could be further increased to 65% ee albeit with a reduced reactivity.
-
-
-
-
64
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70549110525
-
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See Experimental Section
-
b) See Experimental Section.
-
-
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65
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70549086209
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Half of the products were unknown previously, and only six products were reported to be prepared via hydrophosphonylation of ketones with moderate to good yields. The quaternary α-hydroxy phosphonates are easily hydrolyzed to the corresponding phosphonic acids, see
-
a) Half of the products were unknown previously, and only six products were reported to be prepared via hydrophosphonylation of ketones with moderate to good yields. The quaternary α-hydroxy phosphonates are easily hydrolyzed to the corresponding phosphonic acids, see:
-
-
-
-
67
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4444287013
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Milligan, J.A.10
Shei, G.-J.11
Chrebet, G.12
Bergstrom, J.13
Card, D.14
Rosen, H.15
Mándala, S.M.16
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