Synlett 2006(20): 3548-3549  
DOI: 10.1055/s-2006-951565
SPOTLIGHT
© Georg Thieme Verlag Stuttgart · New York

Synthetic Applications of Oxone®

Wei He*
Department of Chemistry, School of Pharmacy, Fourth Military Medical University, Xi’an 710032, P. R. of China
e-Mail: hewei_chem@yahoo.com.cn;
Further Information

Publication History

Publication Date:
08 December 2006 (online)

Introduction

Oxone® consists of 2KHSO5 . KHSO4 . K2SO4; its active component is potassium peroxymonosulfate (KHSO5), a powerful oxidizing agent in synthetic organic chemistry which has proved to be a versatile reagent for various organic transformations. Oxone® is commercially available and can be used immediately. Apart from its well-known applications as oxidizing agent in some transformations reviewed by Narsaiah, [1] it has found a number of other ­applications in synthetic chemistry in recent years, such as deprotection of functional groups, functional-group transformations, and cleavage of linker molecules from solid support. It has also shown wide potential in chiral ketone-catalysed asymmetric epoxidation of alkenes [2] leading to a variety of natural product skeletons, where its unique ­regioselective properties gave excellent results for the preparation of key intermediates.

    References

  • 1 Narsaiah AV. Synlett  2002,  1178 
  • 2 Yang D. Acc. Chem. Res.  2004,  37:  497 
  • 3 Travis BR. Sivakumar M. Hollist GO. Borhan B. Org. Lett.  2003,  5:  1031 
  • 4 Brik ME. Tetrahedron Lett.  1995,  36:  5519 
  • 5 Fields JD. Kropp PJ. J. Org. Chem.  2000,  65:  5937 
  • 6 Webb KS. Seneviratne V. Tetrahedron Lett.  1995,  36:  2377 
  • 7 Priewisch B. Ruck-Braun K. J. Org. Chem.  2005,  70:  2350 
  • 8 Ashford SW. Grega KC. J. Org. Chem.  2001,  66:  1523 
  • 9 Yang D. Chen F. Dong Z.-M. Zhang D.-W. J. Org. Chem.  2004,  69:  2221 
  • 10 Wong M.-K. Chung N.-W. He L. Wang X.-C. Yan Z. Tang Y.-C. Yang D. J. Org. Chem.  2003,  68:  6321 
  • 11 Bovicelli P. Bernini R. Antoniolettia R. Mincioneb E. Tetrahedron Lett.  2002,  43:  5563 
  • 12 Sabitha G. Syamala M. Yadav JS. Org. Lett.  1999,  1:  1701 
  • 13 Petricci E. Renzulli M. Radi M. Corelli F. Botta M. Tetrahedron Lett.  2002,  43:  9667