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.
|Number of pages||10|
|Journal||Journal of the Chemical Society. Perkin Transactions 1|
|Publication status||Published - 25 Oct 2001|