502
M. M. Reichvilser et al. / Carbohydrate Research 345 (2010) 498–502
0
0
(m, 3H), 6.83 (d, 1H, J1 ,1 4.3 Hz, OH-1), 5.38 (d, 1H, J3 ,3 3.3 Hz,
OH-3), 5.09–5.05 (m, 1H, H-1), 4.10–4.04 (m, 2H, H-3, H-4),
3.95–3.89 (m, 2H, H-2, H-5a), 3.61 (dd, 1H, J5b,5a 12.0, J5b,4
2.5 Hz, H-5b). 13C NMR (DMSO-d6, 101 MHz, 23 °C): d 134.1,
130.0, 127.3, 93.3 (C-1), 71.7 (C-2), 70.3 (C-4), 62.8 (C-5), 60.6
(C-3). DEI-HRMS Calcd for C11H14BO5 [M+H]+: 237.0934. Found
237.0945. Anal. Calcd for C11H13BO5: C, 55.98, H, 5.55. Found:
C, 55.90; H, 5.19.
Acknowledgments
This work was supported within the functional asymmetric net-
works (FAN) project by the investment fund of LMUexcellent.
M.M.R. thanks the Fonds der Chemischen Industrie for a Ph.D
fellowship.
References
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D
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11B NMR (DMSO-d6, 86.7 MHz, 25 °C): d 27.6 (br). 1H NMR
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5.6. (PhB)2(a-D-XylfHꢀ4) (3)
11B NMR (DMSO-d6, 86.7 MHz, 25 °C): d 27.8 (br). 1H NMR
(DMSO-d6, 400 MHz, 22 °C): d 7.76–7.32 (m, 10H), 6.29 (d, 1H,
J1,2 4.1 Hz, H-1), 5.03 (d, 1H, J2,1 4.1 Hz, H-2), 4.72 (d, 1H, J 2.8 Hz,
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63.24; H, 4.84.
5.7. PhB(a-D-Lyxf2,3Hꢀ2) (4)
11B NMR (DMSO-d6, 86.7 MHz, 25 °C): d 28.8 (br). 1H NMR
(DMSO-d6, 400 MHz, 22 °C): d 7.71–7.67 (m, 2H), 7.55–7.51 (m,
1H), 7.43–7.39 (m, 2H), 6.59 (d, 1H, J1 ,1 4.3 Hz, OH-1), 5.25 (d,
0
0
1H, J1,1 4.3 Hz, H-1), 5.09 (dd, 1H, J3,2 6.1, J3,4 4.0 Hz, H-3), 4.82–
4.80 (m, 2H, O5-H, H-2), 4.18–4.14 (m, 1H, H-4), 3.78–3.72 (m,
1H, H-5a), 3.56–3.50 (m, 1H, H-5b). 13C NMR (DMSO-d6,
101 MHz, 23 °C): d 134.5, 131.8, 128.0, 100.5 (C1), 86.2 (C2), 80.7
(C3), 80.1 (C4), 58.9 (C5). DEI-HRMS Calcd for C11H14BO5 [M+H]+:
237.0934. Found 237.0933. Anal. Calcd for C11H13BO5: C, 55.98;
H, 5.55. Found: C, 56.06; H, 5.29.
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