A peptide-catalyzed asymmetric Stetter reaction.
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.
Mennen
Steven M
SM
Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, MA 02467, USA.
Blank
Jarred T
JT
Tran-Dubé
Michelle B
MB
Imbriglio
Jason E
JE
Miller
Scott J
SJ
D000409:Alanine / Q000031:analogs & derivatives; D001573:Benzoin / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D015394:Molecular Structure; D010455:Peptides / Q000737:chemistry*
D010455:Peptides; D001573:Benzoin; D000409:Alanine