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Toward Efficient Asymmetric Carbon–Carbon Bond Formation: Continuous Flow with Chiral Heterogeneous Catalysts
Author(s) -
Tsubogo Tetsu,
Yamashita Yasuhiro,
Kobayashi Shū
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201202896
Subject(s) - catalysis , continuous flow , carbon fibers , enantioselective synthesis , asymmetric carbon , chemistry , polymer , ligand (biochemistry) , product (mathematics) , combinatorial chemistry , organic chemistry , computer science , chemical engineering , mathematics , algorithm , biochemical engineering , engineering , composite number , biochemistry , receptor , geometry , optically active
A chiral Ca catalyst based on CaCl 2 with a chiral ligand was developed and applied to the asymmetric 1,4‐addition of 1,3‐dicarbonyl compounds to nitroalkenes as a model system. To address product inhibition issues, the Ca catalyst was applied to continuous flow with a chiral heterogeneous catalyst. The continuous flow system using a newly synthesized, polymer‐supported Pybox was successfully employed, and the TON was improved 25‐fold compared with those of the previous Ca(OR) 2 catalysts.
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