Abstract
Helical chiral 2-aminopyridinium ions were designed as a significantly more acidic (active) dual hydrogen-bonding catalyst than commonly used (thio)urea-based systems. The helicene framework was specifically utilized to position an inherently chiral barrier on the hydrogen-bonding side of the catalyst. The catalyst reactivity and enantioselectivity were successfully demonstrated in additions of 4,7-dihydroindoles to nitroalkenes (0.5-2 mol % catalyst loadings, up to 98:2 er).
| Original language | English (US) |
|---|---|
| Pages (from-to) | 4536-4537 |
| Number of pages | 2 |
| Journal | Journal of the American Chemical Society |
| Volume | 132 |
| Issue number | 13 |
| DOIs | |
| State | Published - Apr 7 2010 |
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)
- Biochemistry
- Colloid and Surface Chemistry
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Takenaka, N., Chen, J., Captain, B., Sarangthem, R. S., & Chandrakumar, A. (2010). Helical chiral 2-aminopyridinium ions: A new class of hydrogen bond donor catalysts. Journal of the American Chemical Society, 132(13), 4536-4537. https://doi.org/10.1021/ja100539c