Pyrrolidinones derived from (S)-pyroglutamic acid. Part 3. beta-aminopyrrolidinones

Authors
Chan, PWH Cottrell, IF Moloney, MG
Citation
Pwh. Chan et al., Pyrrolidinones derived from (S)-pyroglutamic acid. Part 3. beta-aminopyrrolidinones, J CHEM S P1, (22), 2001, pp. 2997-3006
Citations number
53
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
14727781 → ACNP
Issue
22
Year of publication
2001
Pages
2997 - 3006
Database
ISI
SICI code
1472-7781(2001):22<2997:PDF(AP>2.0.ZU;2-K
Abstract
The conjugate addition of activated nitrogen nucleophiles, such as hydroxyl amine and hydrazine derivatives, to, unsaturated bicyclic lactam 1a gave th e corresponding beta -amino products 9a-g in good yield and excellent diast ereoselectivity. These products can be manipulated to a ord enantiopure bet a -aminopyrrolidinones of potential application as conformationally-constra ined, substituted glutamate templates of well-defined stereochemistry.