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) |
|---|---|
| Pages (from-to) | 28-42 |
| Number of pages | 15 |
| Journal | Chemical Record |
| Volume | 13 |
| Issue number | 1 |
| DOIs | |
| State | Published - Feb 2013 |
Fingerprint
Keywords
- asymmetric catalysis
- enantioselectivity
- helical structures
- organocatalysis
- pyridines
ASJC Scopus subject areas
- Chemistry(all)
- Biochemistry
- Chemical Engineering(all)
- Materials Chemistry
Cite this
Peng, Z., & Takenaka, N. (2013). Applications of helical-chiral pyridines as organocatalysts in asymmetric synthesis. Chemical Record, 13(1), 28-42. https://doi.org/10.1002/tcr.201200010