SN2-selective Grignard coupling with primary allylic diphenylphosphates was successfully achieved using Ni or Fe catalyst. In sharp contrast, a catalytic amount of CuCN·2LiCl promoted a SN2′-selective coupling reaction. In the presence of the copper catalyst, stereochemically homogeneous γ- disubstituted allyl Grignardreagents reacted at the less substituted allylic terminus (α-position) with an allylic diphenylphosphate
使用Ni或Fe催化剂成功地实现了S N 2-选择性格利雅(Grignard)与伯烯丙基二苯基磷酸酯的偶联。与之形成鲜明对比的是,催化量的CuCN·2LiCl促进了S N 2'-选择性偶联反应。在铜催化剂的存在下,立体化学均一的γ-二取代的烯丙基格氏试剂在较少取代的烯丙基末端(α-位)与烯丙基磷酸二苯酯选择性地反应,而不会失去双键的几何形状。
US2290274
申请人:——
公开号:——
公开(公告)日:——
Watson,A.A., Journal of the Chemical Society, 1962, p. 4717 - 4719
作者:Watson,A.A.
DOI:——
日期:——
954. New syntheses of trisulphides
作者:Brian Milligan、B. Saville、J. M. Swan
DOI:10.1039/jr9610004850
日期:——
Kryukov,S.I. et al., Journal of Organic Chemistry USSR (English Translation), 1970, vol. 6, p. 1399 - 1402