Diphenylprolinol Silyl Ether as a Catalyst in an Asymmetric, Catalytic, and Direct Michael Reaction of Nitroethanol with α,β-Unsaturated Aldehydes

2009 ◽  
Vol 11 (18) ◽  
pp. 4056-4059 ◽  
Author(s):  
Hiroaki Gotoh ◽  
Daichi Okamura ◽  
Hayato Ishikawa ◽  
Yujiro Hayashi
Keyword(s):  
Michael Reaction ◽  
Silyl Ether ◽  
Asymmetric Catalytic ◽  
Unsaturated Aldehydes

scholarly journals Evidence for an enolate mechanism in the asymmetric Michael reaction of α,β-unsaturated aldehydes and ketones via a hybrid system of two secondary amine catalysts

2020 ◽  
Vol 11 (41) ◽  
pp. 11293-11297 ◽  
Author(s):  
Nariyoshi Umekubo ◽  
Takahiro Terunuma ◽  
Eunsang Kwon ◽  
Yujiro Hayashi
Keyword(s):  
Hybrid System ◽  
Secondary Amine ◽  
Michael Reaction ◽  
Silyl Ether ◽  
Unsaturated Aldehydes ◽  
Aldehydes And Ketones ◽  
Asymmetric Michael Reaction ◽  
Amine Catalysts

The key nucleophile was found to be neither an enamine nor an enol, but an enolate in the direct Michael reaction of α,β-unsaturated aldehydes and non-activated ketones catalyzed by two amine catalysts namely diphenylprolinol silyl ether and pyrrolidine.

ChemInform Abstract: Asymmetric Michael Reaction of Acetaldehyde Catalyzed by Diphenylprolinol Silyl Ether.

ChemInform ◽  
2008 ◽  
Vol 39 (41) ◽  
Author(s):  
Yujiro Hayashi ◽  
Takahiko Itoh ◽  
Masahiro Ohkubo ◽  
Hayato Ishikawa
Keyword(s):  
Michael Reaction ◽  
Silyl Ether ◽  
Asymmetric Michael Reaction
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