Abstract
The conjugate addition of activated nitrogen nucleophiles, such as hydroxylamine and hydrazine derivatives, to Ε β,β-unsaturated bicyclic lactam 1a gave the corresponding β-amino products 9a–g in good yield and excellent diastereoselectivity. These products can be manipulated to afford enantiopure β-aminopyrrolidinones of potential application as conformationally-constrained, substituted glutamate templates of well-defined stereochemistry.
| Original language | English |
|---|---|
| Pages (from-to) | 2997-3006 |
| Number of pages | 10 |
| Journal | Journal of the Chemical Society. Perkin Transactions 1 |
| Volume | 1 |
| Issue number | 22 |
| DOIs | |
| Publication status | Published - 25 Oct 2001 |
| Externally published | Yes |
Cite this
Chan, P. W. H., Cottrell, I. F., & Moloney, M. G. (2001). Pyrrolidinones derived from (S)-pyroglutamic acid. Part 3. β-Aminopyrrolidinones. Journal of the Chemical Society. Perkin Transactions 1, 1(22), 2997-3006. https://doi.org/10.1039/b106782f