引用本文:
郭文彦, 陈建新. α-氨基酰胺类化合物的合成新方法[J]. 应用化学,
2013, 30(10): 1114-1119.
doi:
10.3724/SP.J.1095.2013.20600
Citation: GUO Wenyan, CHEN Jianxin. A New Method for Synthesizing α-Aminoamide Compounds[J]. Chinese Journal of Applied Chemistry, 2013, 30(10): 1114-1119. doi: 10.3724/SP.J.1095.2013.20600
Citation: GUO Wenyan, CHEN Jianxin. A New Method for Synthesizing α-Aminoamide Compounds[J]. Chinese Journal of Applied Chemistry, 2013, 30(10): 1114-1119. doi: 10.3724/SP.J.1095.2013.20600
α-氨基酰胺类化合物的合成新方法
English
A New Method for Synthesizing α-Aminoamide Compounds
Abstract:
It was found that boron trifluoride etherate was an effective catalyst for the reactions between carbamoylsilane and imines. The influences of various substitution groups(ethyl,isopropyl,trifluoromethyl,styryl,phenyl,furyl,thienyl,pyridyl) on the C-terminus of the parent iminium to the reaction have been studied and some α-aminoamides were synthesized. The stereoselectivety of the reaction was found by connecting chiral alkyl(S-1-phenylethyl) on the N-terminus of the iminium and the highly stereoselective product was obtained (diastereomer ratio of 14:1) by connecting chiral alkyl both on the N-terminus of the iminium structure(S-1-phenylethyl) and on the N-terminus of carbamoylsilane(R-1-phenylethyl). So this is a new method for stereoselectivly synthesizing α-aminoamides.
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Key words:
- imine
- / carbamoylsilane
- / α-aminoamide
- / asymmetric synthesis
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