C. Gasch et al. / Tetrahedron Letters 42 (2001) 8615–8617
8617
Acknowledgements
11. Somsa´k, L.; Czifrak, K.; Deim, T.; Szila´gyi, L.; Be´nyei,
A. Tetrahedron: Asymmetry 2001, 12, 731–736.
12. Mio, S.; Kumagawa, Y.; Sugai, S. Tetrahedron 1991, 47,
2133–2144.
13. (a) Green, J. W. In The Carbohydrates. Chemistry and
Biochemistry; Pigman, W.; Horton, D.; Wander, D.,
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We thank the Direccio´n General de Ensen˜anza Supe-
rior e Investigacio´n Cient´ıfica of Spain and the Junta de
Andalucia for financial support (grant numbers PB97/
0730 and FQM-134), and Agencia Espan˜ola de Coop-
eracio´n Internacional for the award of a fellowship to
B.A.B.S. This work is part of the European Programme
COST D13, action number D13/0001/98.
14. See as examples: (a) Brandstetter, T. W.; de la Fuente, C.;
Kim, Y.-h.; Cooper, R. I.; Watkin, D. J.; Oikonomakos,
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2986, 2018, 1757, 1724, 1601, 1271 and 1099 cm−1 1H
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NMR (500 MHz, CDCl3) l 8.04–7.45 (m, 5H, Ph), 5.07
(d, 1H, J3,4=6.8, H-3), 4.84 (dd, 1H, J4,5=3.1, H-4), 4.68
(m, 1H, H-5), 4.58 (dd, 1H, J5,6a=3.8, J6a,6b=12.2, H-
6a), 4.49 (dd, 1H, J5,6b=4.2, H-6b), 3.80 (s, 3H, OCH3),
1.71 and 1.40 ppm (each s, each 3H, 2CH3; 13C NMR
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144.9 (NCS), 133.5–128.2 (6C, Ph), 117.4 [C(CH3)2], 95.1
(C-2), 84.4 (C-3), 82.6 (C-5), 80.9 (C-4), 63.5 (C-6), 53.8
(OCH3), 26.1 and 25.3 (2 CH3) ppm; HRCIMS m/z obsd
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6.20 (t, 1H, J3%,4%=6.5, H-3%), 4.89 (dd, 1H, J4%,5%a%=3.6,
J5%a%,5%b%=12.2, H-5%a), 4.75 (dd, 1H, J2,3=2.4, J3,4=6.0,
H-3), 4.65 (ddd, 1H, J4%,5%b=4.8, H-4%), 4.63 (d, 1H, H-4),
4.57 (td, 1H, J2,CH =6.0, H-2), 4.53 (dd, 1H, H-5%b), 4.53
(m, 2H, CH2OBz2), 1.58, 1.33 ppm (each s, each 3H,
2CH3); 13C NMR (125.7 MHz, CDCl3) l 181.2 (C-6),
169.9 (C-9), 166.1, 166.0, 165.0 (2C) (4OBz), 133.5–128.2
(24 C, Ph), 114.6 [C(CH3)2], 92.1 (C-5), 86.4 (C-1%), 83.1
(C-2), 82.2 (C-3), 80.6 (C-4), 79.6 (C-4%), 72.6 (C-2%), 70.6
(C-3%), 64.1 (CH2OBz), 62.9 (C-5%), 26.6 and 24.8 ppm (2
CH3); HRCIMS m/z obsd 823.2173 calcd for
C43H39N2O13S 823.2173.
8
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