title: A novel enantioselective synthetic route to omuralide analogues with the potential for species selectivity in proteasome inhibition.
abstract: [reaction in text] The building blocks shown can be combined for an enantioselective construction of the simplified omuralide analogue 4 in nine steps, with the use of (R)-atrolactic acid as a recoverable chiral controller.
authors.affiliation: Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, USA.
authors.forename: S N
authors.initials: SN
authors.lastname: Crane
authors.forename: E J
authors.initials: EJ
authors.lastname: Corey
mesh_terms: D000111:Acetylcysteine / Q000031:analogs & derivatives* / Q000737:chemistry; D002384:Catalysis; D003546:Cysteine Endopeptidases / Q000737:chemistry*; D005998:Glycine / Q000737:chemistry; D007773:Lactates / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009097:Multienzyme Complexes / Q000037:antagonists & inhibitors / Q000737:chemistry*; D046988:Proteasome Endopeptidase Complex; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D007773:Lactates; D007783:Lactones; D009097:Multienzyme Complexes; C117645:omuralide; C067713:lactacystin; C005434:atrolactic acid; D003546:Cysteine Endopeptidases; D046988:Proteasome Endopeptidase Complex; D005998:Glycine; D000111:Acetylcysteine