Organocatalytic Enantioselective Conjugate Addition of Malonic Acid Half Thioesters to Coumarin-3-carboxylic Acids Using N-Heteroarenesulfonyl Cinchona Alkaloid Amides

DOI: 10.1002/adsc.201600040

Source and publish data:

Advanced Synthesis and Catalysis p. 1029 - 1034 (2016)

Update date:2022-07-29

Topics:

Authors:

Nakamura, Shuichi

Toda, Ayaka

Sano, Masahide

Hatanaka, Tsubasa

Funahashi, Yasuhiro

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Article abstract of DOI:10.1002/adsc.201600040

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.

Full text of DOI:10.1002/adsc.201600040

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