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28544433002
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note
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2 (20 mL) and washed with brine. Evaporation of the dried organic solution afforded a crude reaction mixture that was purified by silica gel chromatography to give the corresponding pure compounds. See Supplementary data for details.
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In substituted triarylborates there is a competition between the phenyl ring and the boron atom for the electron density of the oxygen atom, the latter occurring by a pπ-pπ mechanism. For a study of the Lewis acidity of the boron atom in triarylborates, see: J.T.F. Fenwick, and J.W. Wilson Inorg. Chem. 14 1975 1602
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1H NMR examination of the J values of the corresponding benzylic protons and comparison with the literature data. For example, see: J.A. Varela, D. Pena, B. Goldfuss, K. Polborn, and P. Knochel Org. Lett. 3 2001 2395
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15744397580
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For a discussion on the syn-stereoselectivity of the ring opening of aryl epoxides, see: P. Crotti, V. Di Bussolo, F. Macchia, L. Favero, M. Pineschi, L. Lucarelli, G. Roselli, and G. Renzi J. Phys. Org. Chem. 18 2005 321 and references cited therein
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