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Applications of Helical‐Chiral Pyridines as Organocatalysts in Asymmetric Synthesis
Author(s) -
Peng Zhili,
Takenaka Norito
Publication year - 2013
Publication title -
the chemical record
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.61
H-Index - 78
eISSN - 1528-0691
pISSN - 1527-8999
DOI - 10.1002/tcr.201200010
Subject(s) - nucleophile , chemistry , organocatalysis , ring (chemistry) , alkylation , enantioselective synthesis , friedel–crafts reaction , adduct , organic chemistry , catalysis , combinatorial chemistry
A new family of chiral pyridines has been designed and synthesized for use in asymmetric organocatalysis. Thus, helical‐chiral pyridines induce high enantioselectivity in a range of mechanistically unrelated, synthetically significant transformations, including Friedel‐Crafts alkylation with nitroalkenes, periselective Diels‐Alder reactions with nitroalkenes, the ring‐opening of epoxides with a chloride nucleophile, and the propargylation of aldehydes.