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4.2.10. (Z)-3-Styryl-thiophene and (E)-3-styryl-thiophene
See Ref. 24.
4.2.24. (Z)-4-Methyl-40-nitro-stilbene and (E)-4-methyl-40-
nitro-stilbene
See Ref. 42.
4.2.11. (Z/E)-2-Styryl-pyridine
See Refs. 25 and 26.
4.2.25. (Z)-1-(p-Tolyl)-1-propene and (E)-1-(4-tolyl)-1-
propene
See Refs. 43 and 44, respectively.
4.2.12. (Z)-Non-1-enyl-benzene and (E)-non-1-enyl-benzene
See Refs. 27 and 28, respectively.
4.2.26. (Z)-1-(p-Tolyl)-3-methyl-1-butene
1H NMR (CDCl3), d (ppm): 7.3 (2H, d, J¼8.1 Hz), 7.1 (2H,
d, J¼8.1 Hz), 6.4 (1H, br d, J¼12.2 Hz), 6.2 (1H, dd, J¼
12.2 Hz, J¼6.5 Hz), 2.6e2.8 (1H, m), 2.3 (3H, s), 1.9 (6H,
dd, J¼1.5 Hz, J¼6.5 Hz). 13C NMR, d (ppm): 137.6, 132.3,
132.3, 129, 126.3, 125.8, 25.3, 24.3, 24. HRMS calcd for
C12H16 (Mþ), 160.2590. Found: 160.2612.
4.2.13. (Z)-(2-Cyclohexyl-vinyl)-benzene and (E)-(2-
cyclohexyl-vinyl)-benzene
See Ref. 29.
4.2.14. (Z)-3-Methyl-1-phenyl-1-butene and (E)-3-methyl-1-
phenyl-1-butene
See Refs. 30 and 31, respectively.
4.2.27. (E)-1-(p-Tolyl)-3-methyl-1-butene
1H NMR (CDCl3), d (ppm): 7.3 (2H, d, J¼8.1 Hz), 7.1 (2H, d,
J¼8.1 Hz), 6.3 (1H, d, J¼16.2 Hz), 6.12 (1H, dd, J¼16.2 Hz,
J¼6.5 Hz), 2.4e2.5 (1H, m), 2.31 (3H, s), 1.1 (6H, d, J¼
6.5 Hz). 13C NMR, d (ppm): 137.6, 132.3, 129, 126.3, 125.9,
31.3, 24.3, 24. HRMS calcd for C12H16 (Mþ), 160.2590. Found:
160.2698.
4.2.15. (Z)-3,3-Dimethyl-1-phenyl-1-butene and (E)-3,3-
dimethyl-1-phenyl-1-butene
See Refs. 24 and 32, respectively.
4.2.16. (Z)-1,3-Diphenyl-propene and (E)-1,3-diphenyl-
propene
See Refs. 33 and 34, respectively.
References and notes
1. Antonioletti, R.; Bonadies, F.; Orelli, L. R.; Scettri, A. Gazz. Chim. Ital.
1992, 122, 237.
4.2.17. (1Z,3E)-1-Phenyl-1,3-pentadiene and (1E,3E)-1-
phenyl-1,3-pentadiene
See Refs. 35 and 36, respectively.
2. Bonadies, F.; Forcellese, M. L.; Locati, L.; Scettri, A.; Scolamiero, C.
Gazz. Chim. Ital. 1994, 124, 467.
3. (a) Bonadies, F.; Cardilli, A.; Lattanzi, A.; Orelli, L. R.; Scettri, A. Tetra-
hedron Lett. 1994, 35, 3383; (b) Bonadies, F.; Cardilli, A.; Lattanzi, A.;
Pesci, S.; Scettri, A. Tetrahedron Lett. 1995, 36, 2839.
4. Bonadies, F.; Scettri, A.; Di Campli, C. Tetrahedron Lett. 1996, 37, 1899.
5. Lattanzi, A.; Orelli, L. R.; Barone, P.; Massa, A.; Iannece, P.; Scettri, A.
Tetrahedron Lett. 2003, 44, 1333.
4.2.18. (Z)-4-Methyl-1-phenyl-1,3-pentadiene and (E)-4-
methyl-1-phenyl-1,3-pentadiene
See Ref. 37.
6. Takacs, J. M.; Jaber, M. R.; Clement, F.; Walters, C. J. J. Org. Chem.
1998, 63, 6757.
4.2.19. (1Z,3E)-1,4-Diphenyl-1,3-butadiene and (1E,3E)-
1,4-diphenyl-1,3-butadiene
See Ref. 38.
7. Smith, M. B.; March, J. March’s Advanced Organic Chemistry, 5th ed.;
Wiley Interscience: New York, NY, 2001; p 330.
8. (a) Sokolov, M. P.; Gazirov, I. G.; Mavrin, G. V. J. Gen. Chem. USSR
(Engl. Transl.) 1989, 59, 921; (b) Petrov, E. S. Bull. Acad. Sci. USSR,
Phys. Ser. (Engl. Transl.) 1976, 25, 517; (c) Bestmann, H. J. Chem.
Ber. 1962, 95, 58; (d) Issleib, K.; Liuder, R. Justus Liebigs Ann. Chem.
1967, 112, 707; (e) Mastrynkova, T. A.; Alajeva, H. A.; Suerbayev,
H. A.; Mastrosov, V. I.; Petrovsky, P. V. Phosphorus 1971, 1, 159; (f)
Larsen, R. O.; Aksnes, G. Phosphorus, Sulfur and Silicon 1983, 219.
9. (a) Alunni, S. J. Chem. Res., Synop. 1986, 231; (b) Cristan, H. J.; Plenat, F.
The Chemistry of Organophosphorus Compounds; Patai, S., Hartley, F. R.,
Eds.; Wiley Interscience: New York, NY, 1994; Vol. 3, p 108; (c) Ling-
Chung, S.; Sales, K. D.; Uteng, J. H. P. J. Chem. Soc., Chem. Commun.
1990, 662.
4.2.20. (Z)-4-Methyl-cinnamonitrile and (E)-4-methyl-
cinnamonitrile
See Ref. 39.
4.2.21. (Z/E)-4-(p-Tolyl)-3-buten-2-one
See Ref. 40.
4.2.22. (Z)-4-Methoxy-40-methyl-stilbene
1H NMR (CDCl3), d (ppm): 7.24 (2H, d, J¼8.8 Hz), 7.2
(2H, d, J¼8.1 Hz), 7.17 (2H, d, J¼8.06 Hz), 6.7 (2H, d,
J¼8.80 Hz), 6.5 (2H, s), 3.78 (3H, s), 2.32 (3H, s). 13C
NMR, d (ppm): 158.8, 130.2, 130, 129.3, 129.4, 128.9,
127.7, 127.5, 126.3, 113.8, 55.13, 21.4. IR, n (cmꢂ1): 3047,
1572. HRMS calcd for C16H16O (Mþ), 224.3024. Found:
224.3038.
10. (a) Kolodiazhnyi, O. I. Phosphorus Ylides; Wiley Interscience: New York,
NY, 1999; (b) Patai, S.; Hartley, F. R. The Chemistry of Organophospho-
rus Compounds; Wiley Interscience: New York, NY, 1994; Vol. 3; (c)
Cadogan, J. I. G. Organophosphorus Reagents in Organic Synthesis;
Academic: London, 1979.
11. 1H and 13C NMR spectra were performed in CDCl3 using a Varian
XL-300 spectrometer. MS spectra were recorded with an HP5971A/MS
detector coupled with an HP5890 GC. (Z)-5-Phenyl-2,3-epoxy-4-
penten-1-ol benzyl ether: colourless oil. 1H NMR (CDCl3), d (ppm):
7.5e7.3 (10H, m), 6.80 (1H, d, J¼11.7 Hz), 5.52 (1H, dd, J¼7.3,
11.7 Hz), 4.65 (2H, s), 3.9e3.6 (4H, m). 13C NMR, d (ppm): 137.9,
4.2.23. (E)-4-Methoxy-40-methyl-stilbene
See Ref. 41.