Organocatalytic Enantioselective Conjugate Addition of Malonic Acid Half Thioesters to Coumarin-3-carboxylic Acids Using N-Heteroarenesulfonyl Cinchona Alkaloid Amides.
- Resource Type
- Article
- Authors
- Nakamura, Shuichi; Toda, Ayaka; Sano, Masahide; Hatanaka, Tsubasa; Funahashi, Yasuhiro
- Source
- Advanced Synthesis & Catalysis. 3/31/2016, Vol. 358 Issue 7, p1029-1034. 6p.
- Subject
- *CARBON-carbon bonds
*CONJUGATE addition reactions
*CARBOXYLIC acids
*MALONIC acid
*THIOESTERASE
*CHEMICAL reactions
- Language
- ISSN
- 1615-4150
We disclose herein an efficient enantioselective conjugate addition reaction between coumarin-3-carboxylic acids and malonic acid half thioesters (MAHTs). The reaction was catalyzed by N-heteroarenesulfonyl Cinchona alkaloid amides to afford double-decarboxylative conjugate addition products in good yield with high enantioselectivity. The reaction of various coumarin-3-carboxylic acids with MAHTs gave products in high yield with high enantioselectivity. [ABSTRACT FROM AUTHOR]