Asymmetric Aldol Reaction of Dichloroacetaldehyde Catalyzed by Diarylprolinol

被引:10
作者
Hayashi, Yujiro [1 ]
Nakamura, Daichi [1 ]
Yasui, Yusuke [1 ]
Iwasaki, Kotaro [1 ]
Chiba, Hiroaki [1 ]
机构
[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Aoba Ku, 6-3 Aramaki Aza Aoba, Sendai, Miyagi 9808578, Japan
关键词
aldol reaction; asymmetric synthesis; dichloroacetaldehyde; organocatalysts; DIPHENYLPROLINOL SILYL ETHER; ALDEHYDES; ORGANOCATALYSIS; CONSTRUCTION; CHEMISTRY;
D O I
10.1002/adsc.201501111
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The asymmetric cross-aldol reaction of dichloroacetaldehyde with aldehyde pronucleophiles proceeds in the presence of a trifluoromethyl-substituted diarylprolinol to afford gamma,gamma-dichloro-beta-hydroxy aldehydes in good yield with excellent enantioselectivity. The obtained products are useful synthetic intermediates; they were successfully converted to form chiral alkynes and dichloroalkenes.
引用
收藏
页码:2345 / 2351
页数:7
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