title: A peptide-catalyzed asymmetric Stetter reaction.
abstract: Thiazolylalanine, in appropriately functionalized form, has been found to function as an enantioselective catalyst for an intramolecular Stetter reaction. Incorporation of the residue in a number of environments has resulted in a family of catalysts that promote the cyclization of a test substrate with up to 81% enantiomeric excess.
authors.affiliation: Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, MA 02467, USA.
authors.forename: Steven M
authors.initials: SM
authors.lastname: Mennen
authors.forename: Jarred T
authors.initials: JT
authors.lastname: Blank
authors.forename: Michelle B
authors.initials: MB
authors.lastname: Tran-Dubé
authors.forename: Jason E
authors.initials: JE
authors.lastname: Imbriglio
authors.forename: Scott J
authors.initials: SJ
authors.lastname: Miller
mesh_terms: D000409:Alanine / Q000031:analogs & derivatives; D001573:Benzoin / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D015394:Molecular Structure; D010455:Peptides / Q000737:chemistry*
chemical_list: D010455:Peptides; D001573:Benzoin; D000409:Alanine