138078-57-6Relevant articles and documents
Stereoselective alkylations of a bicyclic lactam derived from pyroglutamic acid
Zhang, Rui,Brownewell, Floyd,Madalengoitia, Jose S.
, p. 2707 - 2710 (1999)
Improvements in the stereoselective alkylation of a bicyclic lactam derived from pyroglutamic acid are described. This methodology is used to synthesize a conformationally constrained homo-glutamic acid analog.
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.