Chiral N-phosphino sulfinamide ligands in rhodium(I)-catalyzed [2+2+2] cycloaddition reactions |
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Authors: | Sandra Brun,Anna Pla-Quintana,Thierry Leó n,Jordi Solà ,Antoni Riera |
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Affiliation: | a Department of Chemistry, University of Girona, Campus de Montilivi s/n, 17071 Girona, Spain b Institute for Research in Biomedicine (IRB Barcelona) and Department de Química Orgànica, Universitat de Barcelona, C/Baldiri Reixac 10, 08028 Barcelona, Spain |
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Abstract: | The combination of cationic rhodium(I) complexes with N-phosphino tert-butylsulfinamides (PNSO) ligands is efficient for catalytic intra- and intermolecular [2+2+2] cycloaddition reactions. PNSO ligands are a new class of chiral bidentate ligands, which have the characteristic of combining the easily accessible sulfur chirality with the coordinating capacity of phosphorous. Cycloaddition of open-chained and macrocyclic E-enediynes with these chiral complexes have proved to be highly efficient in terms of yields, giving moderate enantiomeric excesses of the corresponding cyclohexadiene derivatives. In addition Rh(I)/PNSO complexes catalyzed the intermolecular cycloaddition of diynes with monoalkynes in mild reaction conditions and short reaction times. |
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Keywords: | [2+2+2] Cycloaddition Rhodium Sulfinamide ligands Alkynes Enediynes |
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