Asymmetric catalysis. 80. Mechanistic aspects of the rhodium-catalyzed enantioselective transfer hydrogenation of .alpha.,.beta.-unsaturated carboxylic acids using formic acid/triethylamine (5:2) as the hydrogen source

1993 ◽  
Vol 115 (1) ◽  
pp. 152-159 ◽  
Author(s):  
Walter Leitner ◽  
John M. Brown ◽  
Henri Brunner
Keyword(s):  
Formic Acid ◽  
Carboxylic Acids ◽  
Asymmetric Catalysis ◽  
Transfer Hydrogenation ◽  
Unsaturated Carboxylic Acids ◽  
Alpha Beta

scholarly journals A Convenient Method for Reduction of alpha,beta-Unsaturated Carboxylic Acids.

1961 ◽  
Vol 15 ◽  
pp. 1200-1200 ◽  
Author(s):  
Nils S. Hjelte ◽  
Christian Pedersen ◽  
Ole Buchardt ◽  
Gert E. Olsen ◽  
Christian Pedersen ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Convenient Method ◽  
Unsaturated Carboxylic Acids ◽  
Alpha Beta

Scalable Synthesis of a Chiral Selenium π-Acid Catalyst and Its Use in Enantioselective Iminolactonization of β,γ-Unsaturated Amides

Synlett ◽  
2019 ◽  
Vol 30 (14) ◽  
pp. 1679-1682 ◽  
Author(s):  
Yuta Otsuka ◽  
Yuto Shimazaki ◽  
Hitoshi Nagaoka ◽  
Keiji Maruoka ◽  
Takuya Hashimoto
Keyword(s):  
Carboxylic Acids ◽  
Asymmetric Catalysis ◽  
Acid Catalysis ◽  
Acid Catalyst ◽  
Oxidative Cyclization ◽  
Unsaturated Carboxylic Acids ◽  
Long Time ◽  
Scalable Synthesis ◽  
Enantioselective Catalysts

Chiral selenium π-acid catalysis has for a long time been lagging behind other areas of asymmetric catalysis due to a lack of highly enantioselective catalysts. In this regard, we recently developed the first chiral selenium π-acid catalyst which performs the oxidative cyclization of β,γ-unsaturated carboxylic acids with high enantioselectivities. We report herein our improved synthesis of this chiral selenium catalyst, which allows access to a large quantity of the catalyst as the diselenide. In addition, the catalyst is tested in the oxidative cyclization of N-methoxy β,γ-unsaturated amides to give iminolactones with high enantioselectivities.

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