Reactivity of RCu, BF3 and R2CuLi, BF3 towards the ether linkage. Epoxides, acetals and orthoformates
A Ghribi, A Alexakis, JF Normant
Index: Ghribi, A.; Alexakis, A.; Normant, J. F. Tetrahedron Letters, 1984 , vol. 25, # 29 p. 3075 - 3078
Full Text: HTML
Citation Number: 65
Abstract
Abstract The association of BF 3 to organocopper and cuprate reagents increases dramatically their reactivity towards epoxides. The same reagents cleave acetals to afford the product of substitution of one alkoxy group, whereas orthoformates lead to acetals under conditions where no further attack occurs.
Related Articles:
[Fache, Fabienne; Bethmont, Valerie; Jacquot, Laurent; Lemaire, Marc Recueil des Travaux Chimiques des Pays-Bas-Journal of the Royal Netherlands, 1996 , vol. 115, # 4 p. 231 - 238]
[Takahashi, Yusuke; Mitsudome, Takato; Mizugaki, Tomoo; Jitsukawa, Koichiro; Kaneda, Kiyotomi Green Chemistry, 2013 , vol. 15, # 10 p. 2695 - 2698]
[Barry, J.; Bram, G.; Decodts, G.; Loupy, A.; Pigeon, P; Sansoulet, J. Tetrahedron, 1984 , vol. 40, # 15 p. 2945 - 2950]
[Brace, Neal O.; Marshall, Lawrence W.; Pinson, Carol J.; Wingerden, Gail van Journal of Organic Chemistry, 1984 , vol. 49, # 13 p. 2361 - 2368]
[Katritzky, Alan R.; Dega-Szafran, Zofia; Lopez-Rodriguez, Maria L.; King, Roy W. Journal of the American Chemical Society, 1984 , vol. 106, # 19 p. 5577 - 5585]