143264-71-5Relevant academic research and scientific papers
SN2′ selective alkylation of allylic chlorides and mesylates with RZnX reagents generated from Grignard reagents, zinc chloride, lithium chloride, and Cu(II)-salts
Fujii, Nobutaka,Nakai, Kazuo,Habashita, Hiromu,Yoshizawa, Hidenori,Ibuka, Toshiro,Garrido, Fabrice,Mann, Andre,Chounan, Yukiyasu,Yamamoto, Yoshinori
, p. 4227 - 4230 (1993)
Treatment of RMgX (1 equiv. R = alkyl; X = Cl, Br) with ZnCl2 (1 equiv.) in a mixed solvent of THF and Et2O leads to a highly turbid white suspension. Addition of LiCl (1~2 equiv.) solubilizes the insoluble species to yield a colorless clear solution. Addition of a catalytic amount of a Cu(II)-.
"Higher Order" Zinc Cuprates Involving Lithium Chloride: Synthesis of (E)-Alkene Dipeptide Isosteres Free from Reductive Elimination Products
Ibuka, Toshiro,Yoshizawa, Hidenori,Habashita, Hiromu,Fujii, Nobutaka,Chounan, Yukiyasu,et al.
, p. 3783 - 3786 (2007/10/02)
The "higher order" organozinc cuprates, R2Cu(CN)(ZnCl)2*2Mg(X)Cl*nLiCl, derived from admixture of LiCl (1-2 equi.), ZnCl2 (1 equiv.), RMgX (1 equiv.), and CuCN (0.5 equiv.) in a mixed solvent of THF and Et2O exhibit high diastereoselection of up to >99:1
