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Another possibility is a boronic acid impurity in the boroxines, which were prepared by heating the corresponding boronic acids at 120 °C under 10 mmHg for 12 h. If the boronic acids remain impure, water is generated by forming boroxine in situ. The use of 4a, dried at 220 °C under 0.5 mmHg for 4 h prior to use, however, did not make a significant difference (6aa, 82%, 98% ee; PhCHO, 6%) under the conditions shown in Table 2, entry 4. Therefore, this possibility was excluded.
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Another possibility is a boronic acid impurity in the boroxines, which were prepared by heating the corresponding boronic acids at 120 °C under 10 mmHg for 12 h. If the boronic acids remain impure, water is generated by forming boroxine in situ. The use of 4a, dried at 220 °C under 0.5 mmHg for 4 h prior to use, however, did not make a significant difference (6aa, 82%, 98% ee; PhCHO, 6%) under the conditions shown in Table 2, entry 4. Therefore, this possibility was excluded.
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