134107-62-3Relevant academic research and scientific papers
Stereoselective alkylations of a bicyclic lactam derived from pyroglutamic acid
Zhang, Rui,Brownewell, Floyd,Madalengoitia, Jose S.
, p. 2707 - 2710 (2007/10/03)
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.
(L)-pyroglutamic acid as a chiral starting material for asymmetric synthesis
Baldwin, Jack E.,Moloney, Mark G.,Shim, Sung Bo
, p. 1379 - 1380 (2007/10/02)
Elaboration of lactam (1), readily available from (L)-pyroglutamic acid, provides access to a range of 2,4- and 2,3,4-substituted pyrrolidinones.
Stereoselective methylations of bicyclic lactams derived from pyroglutamic acid
Armstrong,DeMattei
, p. 5749 - 5752 (2007/10/02)
Reaction of the lithium enolate of (-)7 with iodomethane provides a stereoselective synthesis of (2R,4S)-4-amino-2-methylpentanamide derivatives.
