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Discovery and Typical Advances of Chiral Amino Amide Catalysts
Jie Yu , Liu-Zhu Gong
Progress in Chemistry ›› 2020, Vol. 32 ›› Issue (11) : 1729 -1744.
Discovery and Typical Advances of Chiral Amino Amide Catalysts
Jie Yu , Liu-Zhu Gong
Progress in Chemistry ›› 2020, Vol. 32 ›› Issue (11) : 1729 -1744.
Since L-prolinamide was revealed to have high capacity to catalyze asymmetric aldol reaction, great advances have been made on the design of chiral amino amide catalysts and their applications in asymmetric catalysis. In particular, the “enamine-double hydrogen-bonding activation mode” has turned out to be a general concept for the proliferation of structurally diverse range of organocatalysts. This review mainly describes asymmetric reactions catalyzed by chiral amino amides containing single hydrogen-bonding donor, double hydrogen-bonding donors and multiple hydrogen-bonding donors, including enantioselective direct aldol reaction, Mannich reaction, Michael addition reaction, cycloaddition reaction, tandem cyclization reaction, Biginelli reaction and others.
1 Introduction
2 Chiral amino amide catalysts without hydrogen-bonding donor
3 Chiral amino amide catalysts with single hydrogen-bonding donor
3.1 Asymmetric direct aldol reaction
3.2 Asymmetric Mannich reaction
3.3 Asymmetric Michael addition
3.4 Asymmetric cascade cyclization
3.5 Asymmetric cycloaddition
3.6 Miscellaneous reactions
4 Chiral amino amide catalysts with double hydrogen-bonding donors
4.1 Asymmetric direct aldol reaction
4.2 Asymmetric Michael addition
4.3 Miscellaneous reactions
5 Chiral amino amide catalysts with multiple hydrogen-bonding donors
6 Conclusion and outlook
chiral organocatalyst / amino amide / enamine / hydrogen bonding / asymmetric catalysis
the National Natural Science Foundation of China(21831007)
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