title: Novel methodologies for the synthesis of functionalized pyroglutamates.
abstract: Alkylation of amino-acid derived iminoesters with Baylis-Hillman (BH) template based allyl bromides furnished α-methylene-β-substituted-pyroglutamates, while the corresponding alkylation with BH derived allylic acetates provided α-alkylidene-pyroglutamates. These methodologies have been applied in the synthesis of fused [3.2.0]-γ-lactam-β-lactones.
authors.affiliation: Department of Chemistry and Biochemistry, University of Minnesota Duluth, 1039 University Drive, Duluth, MN 55812, USA.
authors.forename: Srinivas
authors.initials: S
authors.lastname: Tekkam
authors.forename: M A
authors.initials: MA
authors.lastname: Alam
authors.forename: Subash C
authors.initials: SC
authors.lastname: Jonnalagadda
authors.forename: Venkatram R
authors.initials: VR
authors.lastname: Mereddy
mesh_terms: D000478:Alkylation; D007783:Lactones / Q000737:chemistry; D011761:Pyrrolidonecarboxylic Acid / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007783:Lactones; D011761:Pyrrolidonecarboxylic Acid