Vanadium catalyzed enantioselective oxidation of sulfides: easy transformation of bis(arylthio)alkanes into C2 symmetric chiral sulfoxides

Author:

Skarżewski Jacek,Ostrycharz Elżbieta,Siedlecka Renata

Publisher

Elsevier BV

Subject

Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Catalysis

Reference16 articles.

1. Carreno, M. C. Chem. Rev. 1995, 95, 1717; Mikołajczyk, M.; Drabowicz, J.; Kiełbasiński, P. Chiral Sulfur Reagents. Applications in Asymmetric and Stereoselective Synthesis; CRC Press: Boca Raton, 1997; Kagan, H. B.; Diter, P. Organosulfur Chemistry; Page, P. C. B., Ed.; Academic Press: New York, 1998; Vol. 2, p. 1.

2. For recent reviews, see: Mata, E. G. Phosphorus, Sulfur and Silicon 1996, 117, 231; Baird, C. P.; Rayner, C. M. J. Chem. Soc., Perkin Trans. 1 1998, 1973; Procter, D. J. J. Chem. Soc., Perkin Trans. 1 1999, 641.

3. Pitchen, P.; Kagan, H. B. Tetrahedron Lett. 1984, 25, 1049; Zhao, S. H.; Samuel, O.; Kagan, H. B. Tetrahedron 1987, 43, 5135; Brunel, J.-M.; Diter, P.; Duetsch, M.; Kagan, H. B. J. Org. Chem. 1995, 60, 8086; Di Furia, F.; Modena, G.; Seraglia, R. Synthesis 1984, 325.

4. Davis, F. A.; Lal, S. G.; Durst, H. D. J. Org. Chem. 1988, 53, 5004; Davis, F. A.; Weismiller, M. C.; Murphy, C. K.; Reddy, R. T.; Chen, B.-C. J. Org. Chem. 1992, 57, 7274.

5. Bolm, C.; Bienewald, F. Angew. Chem. 1995, 34, 2640; for useful application of the Bolm procedure, see: Cogan, D. A.; Liu, G.; Kim, K.; Backes, B. J.; Ellman, J. A. J. Am. Chem. Soc. 1998, 120, 8011.

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