Abstract
Highly enantioselective catalytic asymmetric reactions of rationally designed α-alkylidene β-keto imides are described. The [4 + 2] cycloadditions and Hosomi-Sakurai reactions of α-alkylidene β-keto imides proceed with high enantioselectivity and yield. The [4 + 2] cycloadditions of the imides with various dienes afford products bearing an all-carbon quaternary stereogenic center at the ring junction. α-Alkylidene β-keto imides should be useful for the enantioselective total synthesis of natural products and other catalytic asymmetric applications.
| Original language | English |
|---|---|
| Pages (from-to) | 768-771 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 15 |
| Issue number | 4 |
| DOIs | |
| Publication status | Published - 2013 Feb 15 |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry
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Orimoto, K., Oyama, H., Namera, Y., Niwa, T., & Nakada, M. (2013). Catalytic asymmetric [4 + 2] cycloadditions and Hosomi-Sakurai reactions of α-alkylidene β-keto imides. Organic Letters, 15(4), 768-771. https://doi.org/10.1021/ol303381c