Abstract
Substituted maleic anhydrides react with imines to form poly cyclic lactam products. Diastereoselectivity can be controlled by altering the reaction conditions in some cases, and regiochemistry is dictated by the structure of the allylic substituents on the anhydride. Cyclic imines, including dihydro-β-carbolines and dihydroisoquinolines, exhibit the highest level of reactivity in these new annulation reactions.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 3802-3805 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 11 |
| Issue number | 17 |
| DOIs | |
| State | Published - Sep 3 2009 |
ASJC Scopus subject areas
- Organic Chemistry
- Physical and Theoretical Chemistry
- Biochemistry
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Tang, Y., Fettinger, J. C., & Shaw, J. T. (2009). One-step synthesis of complex nitrogen heterocycles from lmines and alkyl-substituted maleic anhydrides. Organic Letters, 11(17), 3802-3805. https://doi.org/10.1021/ol901018k