Abstract
New optically active 2-azanorbornane-based amino alcohol organocatalysts were designed and synthesized, and these catalysts were successfully employed in the asymmetric Michael reaction of β-keto esters with nitroolefins to obtain the corresponding chiral Michael adducts with both high chemical yields (up to 99 %) and high stereoselectivities (up to dr = 91:9, up to 91 % ee).
| Original language | English |
|---|---|
| Pages (from-to) | 3882-3889 |
| Number of pages | 8 |
| Journal | European Journal of Organic Chemistry |
| Volume | 2019 |
| Issue number | 24 |
| DOIs | |
| Publication status | Published - 2019 Jun 30 |
Keywords
- 2-Azanorbornane
- Amino alcohols
- Asymmetric reaction
- Michael addition
- Organocatalyst
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry
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Cite this
Togashi, R., Chennapuram, M., Seki, C., Okuyama, Y., Kwon, E., Uwai, K., Tokiwa, M., Takeshita, M., & Nakano, H. (2019). 2-Azanorbornane-Based Amino Alcohol Organocatalysts for Asymmetric Michael Reaction of β-Keto Esters with Nitroolefins. European Journal of Organic Chemistry, 2019(24), 3882-3889. https://doi.org/10.1002/ejoc.201900308