138231-10-4Relevant academic research and scientific papers
Stereoselective synthesis of (S)-(+)-lycoperdic acid through an endo selective hydroxylation of the chiral bicyclic lactam enolate with MoOPH
Makino, Kazuishi,Shintani, Kensuke,Yamatake, Takahiro,Hara, Osamu,Hatano, Keiichiro,Hamada, Yasumasa
, p. 9737 - 9740 (2007/10/03)
Efficient synthesis of (S)-(+)-lycoperdic acid has been achieved by use of the stereoselective hydroxylation of the enolate derived from the bicyclic lactam 3 with the molybdenum oxidizing reagent, MoOPH (MoO5·Py·HMPA, oxodiperoxymolybdenum(pyr
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.
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.
