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For a recent use of the Petasis reaction in a de novo synthesis of the sialic acids, see
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This side reaction reveals a poor reactivity of the boronic acid
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This side reaction reveals a poor reactivity of the boronic acid.
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23
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78449302507
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With these optimized microwave conditions, the reaction with aminodiphenylmethane, a primary hindered amine that usually performs well in the Petasis reaction, did not afford the desired compound in a satisfying yield
-
With these optimized microwave conditions, the reaction with aminodiphenylmethane, a primary hindered amine that usually performs well in the Petasis reaction, did not afford the desired compound in a satisfying yield.
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24
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78449288597
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Preservation of the enantiomeric purity was confirmed by chiral HPLC
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Preservation of the enantiomeric purity was confirmed by chiral HPLC.
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78449293960
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As a 65:35 mixture of anomer in the favor of the β one, which was confirmed by a NOE effect between H-6 and the hydrogen of the hydroxyl proton at the C2
-
As a 65:35 mixture of anomer in the favor of the β one, which was confirmed by a NOE effect between H-6 and the hydrogen of the hydroxyl proton at the C2.
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30
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78449268757
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A similar oxazoline is in fact the key intermediate in the synthesis of zanamivir from Neu5Ac. See ref 5
-
A similar oxazoline is in fact the key intermediate in the synthesis of zanamivir from Neu5Ac. See ref 5.
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31
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78449301297
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2O and water (4 equiv) under otherwise identical conditions (rt for 24 h) provided a complex reaction mixture from which oxazoline 22a (14%) and a hemiacetal analogous to 18 (13%) could be isolated
-
2O and water (4 equiv) under otherwise identical conditions (rt for 24 h) provided a complex reaction mixture from which oxazoline 22a (14%) and a hemiacetal analogous to 18 (13%) could be isolated.
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