195818-96-3Relevant academic research and scientific papers
Functionalised pyrrolidinones derived from (S)-pyroglutamic acid by cycloaddition reactions
Bailey, Jonathan H.,Cherry, David T.,Crapnell, Katherine M.,Moloney, Mark G.,Shim, Sung Bo,Bamford, Mark J.,Lamont, R. Brian
, p. 11731 - 11744 (2007/10/03)
The α,β-unsaturatcd bicyclic lactams 3a,c, prepared from (S)-pyroglutamic acid, are useful substrates for cycloaddition reactions, giving excellent regio- and diastereocontrol; however, lactam 3c has very superior reactivity with several dienes and dipoles under mild reaction conditions.
Functionalised pyrrolidinones derived from (S)-pyroglutamic acid
Beard, Mark J.,Bailey, Jonathan H.,Cherry, David T.,Moloney, Mark G.,Shim, Sung Bo,Statham, Kathryn A.,Bamford, Mark J.,Lamont, R. Brian
, p. 3719 - 3740 (2007/10/03)
The generation of the lactam enolate derived from bicyclic lactams 2a-c, prepared from (S)-pyroglutamic acid 1a, and subsequent reaction with a range of electrophiles, is reported. Exo-diastereoselectivity is generally favoured. The deprotection of some of these adducts to give functionalised hydroxymethylpyrrolidinones is readily achieved by simple hemiaminal ether cleavage under acidic conditions.
