189107-17-3Relevant academic research and scientific papers
Chiral phosphoramide-catalyzed enantioselective addition of allylic trichlorosilanes to aldehydes. Preparative and mechanistic studies with monodentate phosphorus-based amides
Denmark, Scott E.,Fu, Jiping,Coe, Diane M.,Su, Xiping,Pratt, Norman E.,Griedel, Brian D.
, p. 1513 - 1522 (2007/10/03)
The addition of allylic trichlorosilanes to benzaldehyde promoted by chiral phosphoramides to give the enantioenriched homoallylic alcohol has been investigated. In a survey of Lewis bases as activators for the addition of allyltrichlorosilane to benzalde
Synthesis of phosphoramides for the lewis base-catalyzed allylation and aldol addition reactions
Denmark, Scott E.,Su, Xiping,Nishigaichi, Yutaka,Coe, Diane M.,Wong, Ken-Tsung,Winter, Stephen B. D.,Choi, Jun Young
, p. 1958 - 1967 (2007/10/03)
Both chiral and achiral phosphoramides of diverse structure were prepared from diamines by the coupling to phosphorus(V) or phosphorus(III) reagents. Several enantiopure 1,2-diphenyl-1,2-ethanediamine analogues have been prepared by the reductive coupling of the corresponding N-silylimine with NbCl4(THF)2 and subsequent resolution by the formation of diastereomeric menthyl carbamates. (S,S)-N,N'-Di-(1-naphthyl)-1,2-diphenyl- 1,2-ethanediamine 15 was prepared by the arylation of (S,S)-1,2-diphenyl- 1,2-ethanediamine with naphthyl iodide.
Asymmetric allylation of aromatic aldehydes catalyzed by chiral phosphoramides prepared from (S)-proline
Iseki, Katsuhiko,Kuroki, Yoshichika,Takahashi, Mie,Kishimoto, Satoshi,Kobayashi, Yoshiro
, p. 3513 - 3526 (2007/10/03)
Chiral phosphoramides prepared from (S)-proline were used to catalyze the allylation and crotylation of aromatic aldehydes with allylic trichlorosilanes in good enantioselective yields. Phosphoramides 44 and 4m gave chiral homoallylic alcohols and their enantiomers, respectively, with similar levels of enantioselectivity.
