The condensation reaction of telluronium salts 1 with aldehydes and dibutyl telluride 4, bromide 5 with aldehyde 2 proceeded smoothly in the ionic solvent [bmim][BF4], affording a novel method for the stereoselective synthesis of (E)-α,β-unsaturated compounds 3 in high purity, excellent yields and high stereoselectivity.
WasserscheidP., and KeimW., Angew. Chem. Int. Ed., 2000, 39, 3772.
3.
XuL., ChenW., RossJ., and XiaoJ., Org. Lett., 2001, 3, 295.
4.
PenJ., and DengY., Tetrahedron Lett., 2001, 42, 403.
5.
AdamsC.J., EarleM. J., RobertsG., and SeddonK. R., Chem. Commun., 1998, 2097.
6.
SuerezP.A. Z., DullisJ. E. L., EinloftS., SouzaR. F., and DupontJ., Inorg. Chim. Acta., 1997, 255, 207.
7.
BoulaireV.L., and GreeR., Chem. Commun., 2000, 2195.
8.
PetragnaniN., and ComassetoJ. V., Synthesis, 1986, 1.
9.
PetragnaniN., and ComassetoJ. V., Synthesis, 1991, 793.
10.
YeS., YuanL., HuangZ. Z., TangY., and DaiL. X., J. Org. Chem., 2000, 65, 6257.
11.
LiaoW.W., LiK., and TangY., J. Am. Chem. Soc., 2003, 125, 13030.
12.
(a) OsukaA., MoriY., and SuzukiH., Tetrahedron Lett., 1983, 2599.
13.
HuangX., XieL. H., and WuH., J. Org. Chem.; 1988, 53, 4862.
14.
TschugaevM., and CholpinF., J. Russ. Phys. Chem. Soc., 1915, 47, 364.
15.
(a) Beisteins Handbuch Der Orgnischen Chemie, 9, 607.
16.
KoerferI., and FrahmA. W., Arch. Pharm., 1985, 318(11), 1030.
17.
GrunangerA., and FinziP. V., Gazzetta, 1959, 89, 1771; (d) Beisteins Handbuch Der Orgnischen Chemie, 9, 581, I 227.
18.
SchiemenzG.P., and ThobeJ., J. Chem. Ber., 1966, 99, 2263; (f) Beisteins Handbuch Der Orgnischen Chemie, 9 II 395; (g) Beisteins Handbuch Der Orgnischen Chemie, 9, 581, I 228; (h) Beisteins Handbuch Der Orgnischen Chemie, 9, 617, I 256, II 410.
19.
ZhangJ.H., YuY., and ShengY. C., Synth. Commun., 1990, 20, 3277.
20.
PastushakN.O., StadniichukN. F., and DombrovoskiiV., Zh. Obschch. Khim, 1963, 33, 2950; (k) Beisteins Handbuch Der Orgnischen Chemie, 9, 617.
