Ruthenium-catalyzed alkylative lactonization and carbocyclization.
[reaction: see text] The cationic ruthenium complex [CpRu(NCCH3)3]PF6 promotes the coupling of monosubstituted allene carboxylic acids and simple alpha,beta-unsaturated olefins to form five- and six-membered lactones. The mild reaction conditions allow for the presence of various functional groups.
Trost
Barry M
BM
Department of Chemistry, Stanford University, Stanford, California 94305, USA. bmtrost@stanford.edu
McClory
Andrew
A
D000475:Alkenes / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012428:Ruthenium / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D002264:Carboxylic Acids; D007783:Lactones; D009942:Organometallic Compounds; D012428:Ruthenium