Abstract
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.
Original language | English (US) |
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Pages (from-to) | 28-42 |
Number of pages | 15 |
Journal | Chemical Record |
Volume | 13 |
Issue number | 1 |
DOIs | |
State | Published - Feb 2013 |
Keywords
- asymmetric catalysis
- enantioselectivity
- helical structures
- organocatalysis
- pyridines
ASJC Scopus subject areas
- Chemistry(all)
- Biochemistry
- Chemical Engineering(all)
- Materials Chemistry