新型手性口三乙四胺六乙酰胺的合成及其在不对称氢硅化反应中的应用.pdf

Journal of Organic Chemistry Research 有机化学研究, 2014, 2, 13-17 Published Online June 2014 in Hans. /journal/jocr /10.12677/jocr.2014.22002 Synthesis of Novel Chiral Triethylenetetramine-N, N, N, N, N, N-hexa-[2-(1-hydroxybutanyl)] acetoamide and Their Application in Asymmetric Hydrosilylation Weijie Li Department of Chemistry, Hanshan Normal University, Chaozhou Email: weijieli1688@126.com st th th Received: Mar. 31 , 2014; revised: Apr. 10 , 2014; accepted: Apr. 18 , 2014 Copyright © 2014 by author and Hans Publishers Inc. This work is licensed under the Creative Commons Attribution International License (CC BY). /licenses/by/4.0/ Abstract Triethylenetetramine-N, N, N, N, N, N -hexaacetic acid reacted with (R)- or (S)-2-amino-1-butanol for 16 h at 145˚C under the protection of nitrogen atmosphere, and gave novel chiral compounds (R)-(+)- or (S)-(-)-triethylenetetramine-N, N, N, N, N, N-hexa-[2-(1-hydroxybutanyl)] acetoamide in the yields of 69.5% and 71.3%, respectively. With the above chiral compounds and [Rh(COD)Cl]2 as chiral catalysts, the asymmetric hydro- silylation of acetophenone was investigated. The experimental results showed that they had remarkable catalytic activities, but the enantioselectivities of the reaction were low (only 37%ee). Keywords Triethylenetetramine-N,N,N,N,N,N-hexaacetic Acid, Triethylenetetramine-N, N, N, N, N, N-hexa-[2-(1-hydroxybutanyl)]acetoamide, Synthesis, Asymmetric Hydrosilylation 13 新型手性N, N, N, N, N, N-六-[2-(1-羟丁基)]三乙四胺六乙酰胺的合成及其在不对称氢硅化反应中的应用 新型手性N, N, N, N