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Hall, D.G.1
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84901319761
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Based on a SciFinder substructure search using phenylboronic acid, more than 9000 phenylboronic acid derivatives are commercially available as of November 2013
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Based on a SciFinder substructure search using phenylboronic acid, more than 9000 phenylboronic acid derivatives are commercially available as of November 2013.
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4
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84890186453
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The numbers of commercially available ortho- and para-phenolboronic acid derivatives are 62 and 37, respectively, as of November 2013.
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The numbers of commercially available ortho- and para-phenolboronic acid derivatives are 62 and 37, respectively, as of November 2013.
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6
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34249828956
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For the use of chiral MIDA boronates in diastereoselective synthesis, see:, J. Li, M. D. Burke, J. Am. Chem. Soc. 2011, 133, 13774-13777.
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For the use of chiral MIDA boronates in diastereomeric resolution to access axially chiral compounds, see:, C.-Y. Lee, C.-H. Cheon, J. Org. Chem. 2013, 78, 7086-7092.
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Cheon, C.-H.2
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30
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84901378028
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More than 170 MIDA boronates are currently commercially available from Aldrich as of November 2013
-
More than 170 MIDA boronates are currently commercially available from Aldrich as of November 2013.
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31
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84901306337
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When we started this research, meta-phenol MIDA boronate was already commercially available, while ortho- and para-phenol MIDA boronates were not commercialized at that time. However, para-phenol MIDA boronate 2f was commercialized by Aldrich very recently
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When we started this research, meta-phenol MIDA boronate was already commercially available, while ortho- and para-phenol MIDA boronates were not commercialized at that time. However, para-phenol MIDA boronate 2f was commercialized by Aldrich very recently.
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32
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84901356257
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MIDA 3 is not soluble in acetone, while the resulting phenol MIDA boronates 2 are soluble in acetone. Using the difference in solubility between 3 and 2, unreacted 3 could be easily recovered from the reaction mixture by simple filtration
-
MIDA 3 is not soluble in acetone, while the resulting phenol MIDA boronates 2 are soluble in acetone. Using the difference in solubility between 3 and 2, unreacted 3 could be easily recovered from the reaction mixture by simple filtration.
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33
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84901319195
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The major by-product was the MIDA boronate from boric acid, which was one of the products of protodeboronation of 1.
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The major by-product was the MIDA boronate from boric acid, which was one of the products of protodeboronation of 1.
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34
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84901333333
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MIDA boronates 2 from boronic acids 1 and that from boric acid have similar solubility and polarity, which makes them very difficult to separate by conventional purification methods.
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MIDA boronates 2 from boronic acids 1 and that from boric acid have similar solubility and polarity, which makes them very difficult to separate by conventional purification methods.
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35
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79951647288
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