137944-38-8Relevant academic research and scientific papers
Synthesis of new sulfonium ylides bearing the chiral diazaphospholidine group as reagents for asymmetric cyclopropanation
Owsianik, Krzysztof,Wieczorek, Wanda,Baliska, Agnieszka,Mikolajczyk, Marian
, p. 690 - 697 (2015/02/19)
Sulfonium ylides derived from chiral N,N′-substituted (benzyl, isopropyl, neopentyl) phosphonamides were prepared by reacting appropriate chiral diamidophosphites with potassium hydride and chloromethyl methyl sulfide, and then with methyl iodide in the presence AgBF4 to give the corresponding sulfonium salts in high yields. One of them was analyzed by X-ray crystallography. The salts upon treatment with different bases (LithiumDiisopropylAmine, BuLi, K2CO3) were converted in situ into ylides, which were reacted with activated olefins to produce phosphonocyclopropanes as a mixture of two diastereoisomers with moderate-to-high diastereoselectivities.
Synthesis and application of chiral N,N'-dialkylated cyclohexanediamine for asymmetric hydrogenation of aryl ketones
Ma, Meng Lin,Ren, Chuan Hong,Lv, Ya Jing,Chen, Hua,Li, Xian Jun
scheme or table, p. 155 - 158 (2012/01/03)
Chiral N,N′-dialkylated cyclohexanediamine derived ligands have been synthesized and used in the asymmetric hydrogenation of aryl ketones. Optically active alcohols with up to 90% enantiomeric excess were obtained in high yields.
On the two-ligand catalytic asymmetric deprotonation of N-Boc pyrrolidine: Probing the effect of the stoichiometric ligand
Bilke, Julia L.,O'Brien, Peter
, p. 6452 - 6454 (2008/12/21)
(Chemical Equation Presented) To map out the stoichiometric ligand requirements in the two-ligand catalytic asymmetric deprotonation of N-Boc pyrrolidine, 24 different ligands have been evaluated; the highest enantioselectivity (90:10 er) was obtained by using s-BuLi in the presence of 0.3 equiv of (-)-sparteine and 1.3 equiv of a cyclohexanediamine-derived ligand.
An efficient method for the synthesis of N,N′-dimethyl-1,2-diamines
Tye, Heather,Eldred, Colin,Wills, Martin
, p. 155 - 158 (2007/10/03)
A simple method for the preparation of N,N′-dimethyl-1,2-diamines is described. The method requires the dimethylation of a diazaphospholidine oxide followed by acid-catalysed hydrolysis.
The synthesis, structure and properties of diazaphospholes: Reagents and ligands for asymmetric synthesis
De La Cruz, Antonette,Koeller, Kevin J.,Rath, Nigam P.,Spilling, Christopher D.,Vasconcelos, Isabel C. F.
, p. 10513 - 10524 (2007/10/03)
Reaction of C2 diamines with PCl3 and Et3N in toluene, followed by water or hydrogen sulfide, gave a series of cyclic phosphorous acid diamides (diazaphosphole oxides) and thiophosphorous acid diamides (diazaphosphole sulf
A New Reagent for the Determination of the Optical Purity of Primary, Secondary, and Tertiary Chiral Alcohols and of Thiols
Alexakis, Alexandre,Mutti, Stephane,Mangeney, Pierre
, p. 1224 - 1231 (2007/10/02)
A new reagent is described for the determination of the enantiomeric excess of chiral alcohols.This derivatizing agent (22) is a diazaphospholidine, easily prepared from hexamethylphosphorus triamide (HMPT) and a chiral diamine having a C2 axis
