Pyrrolidinones derived from (S)-pyroglutamic acid. Part 3. β-Aminopyrrolidinones

Philip W.H. Chan, Ian F. Cottrell, Mark G. Moloney

Research output: Contribution to journalArticleResearchpeer-review

25 Citations (Scopus)

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 languageEnglish
Pages (from-to)2997-3006
Number of pages10
JournalJournal of the Chemical Society. Perkin Transactions 1
Volume1
Issue number22
DOIs
Publication statusPublished - 25 Oct 2001
Externally publishedYes

Cite this