Asymmetric intermolecular Pauson-Khand reaction of symmetrically substituted alkynes.
The asymmetric intermolecular Pauson-Khand reaction of symmetric alkynes has been accomplished for the first time. N-Phosphino-p-tolylsulfinamide (PNSO) ligands have been identified as efficient ligands in this process. The chirality of the cobalt S-bonded sulfinyl moiety was found to direct olefin insertion into one of the two possible cobalt-carbon bonds in the alkyne complex. Reaction of symmetric alkynes allows for a simplified experimental protocol since there is no need for separation of diastereomeric complexes.
Ji
Yining
Y
Unitat de Recerca en Síntesi Asimètrica (URSA-PCB), Institute for Research in Biomedicine and Departament de Química Orgànica, Universitat de Barcelona, c/Baldiri Reixac, 10. E-08028 Barcelona, Spain.
Riera
Antoni
A
Verdaguer
Xavier
X
D000480:Alkynes / Q000737:chemistry*; D003035:Cobalt / Q000737:chemistry; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry; D008024:Ligands; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000737:chemistry; D013237:Stereoisomerism; D013449:Sulfonamides / Q000737:chemistry; D014050:Toluene / Q000737:chemistry
D000480:Alkynes; D003517:Cyclopentanes; D008024:Ligands; C532718:N-phosphino-p-tolylsulfinamide; D009942:Organometallic Compounds; D013449:Sulfonamides; D014050:Toluene; D003035:Cobalt; C013905:cyclopentenone