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References
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L. O. S. Tetrahedron Lett. 1998, 39, 3655. (d) Rubsam, F.; Seek, S.; Giannis, A. Tetrahedron 1997, 53, 2823.
(e) Marton, D.; Stivanello, D.; Tagliavini, G. J. Org. Chem. 1996, 61, 2731. (f) Wang, D. K.; Dai, L. X.; Hou,
X. L.; Zhang, Y. Tetrahedron Lett. 1996, 37, 4187.
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Synth. Commun. 1998, 28, 2999. (c) Kim, E.; Gordon, D. M.; Schmid, W.; Whitesides, G. M. J. Org. Chem. 1993,
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3. Costello, D. P.; Geraghty, N. W. A. Synth. Commun. 1999, 29, 3083.
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Lete, E. Tetrahedron Lett. 1996, 37, 7841. (d) Collado, M. I.; Lete, E.; Sotomayor, N.; Villa, M. J. Tetrahedron
1995, 51, 4701. (e) Schoemaker, H. E.; Speckamp, W. N. Tetrahedron 1980, 36, 951.
7. (a) Picotin, G.; Miginiac, P. J. Org. Chem. 1987, 52, 4796. (b) Rieke, R. D.; Uhm, S. J. Synthesis 1975, 452.
(c) Durant, A.; Delplancke, J. L.; Wlnand, R.; Relsse, J. Tetrahedron Lett. 1995, 36, 4257.
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9. Entry 1 in Table 1: mp 90±92ꢀC, H NMR (400 MHz, CDCl3,): ꢀ 0.13 (s, 9 H), 2.0±2.1 (m, 1 H), 2.40±2.60 (m, 5
1
H), 3.43 (s, 1 H), 4.50 (dd, 2 H, J=5.4 Hz), 7.13±7.34 (m, 5 H); 13C NMR (100 MHz, CDCl3,): ꢀ 0.24, 29.8, 32.1,
33.8, 42.9, 89.0, 91.5, 100.8, 127.7, 128.4, 128.9, 138.4, 175.5; MS, m/e 301 (M+).
10. (a) Daniels, R. G.; Paquette, L. A. Tetrahedron Lett. 1981, 22, 1579. (b) Eiter, K.; Lieb, F.; Disselnkotter, H.;
Oediger, H. Liebigs Ann. Chem. 1978, 658.
11. For example: (a) Huang, P. Q.; Chen, Q. F.; Chen, C. L.; Zhang, H. K. Tetrahedron Asymmetry 1999, 10, 3827.
(b) Lee, J.; Ha, J. D.; Cha, J. K. J. Am. Chem. Soc. 1997, 119, 8127. (c) Yoda, H.; Kitayama, H.; Katagiri, T.;
Takabe, K. Tetrahedron: Asymmetry 1993, 4, 1455.
12. The stereochemistry for the double bond of 7 was con®rmed to by NOE experiments. When the vinyl hydrogen
was saturated, the signals from the NCH2 and CH3 showed NOE (2.6 and 1.8%), but the 4-H signals were not
enhanced. Also, when the NCH2 was saturated, the signals from the vinyl hydrogen showed NOE (13.5%).