Sulfoxides, alkynyl synthesis

This review continues from one entitled The Chemistry of a,P-Unsaturated Sulfoxides which was recently published in a monograph of organosulfur chemistry. 1 In addition, the coverage has been extended to include the analogous a,P-unsaturated sulfones. The focus of the present review are recent advances in the chemistry of a,P-unsaturated sulfoxides and sulfones, especially those which have been published since 1993. The synthesis of a,P-unsaturated sulfoxides and sulfones has already been reviewed extensively by Rayner2 and hence will not be covered here. Only the chemistry of vinyl (alkenyl) sulfoxides and sulfones will be considered. The chemistry of other a,P-unsaturated sulfoxides and sulfones such as dienyl, allenyl, and propargyl (alkynyl) sulfoxides and sulfones is beyond the scope of this review. Considerable emphasis has been placed on stereo- and enantioselective reactions, reflecting the current interest in this area. 

Huang, X., Duan, D., Zheng, W. Studies on hydrozirconation of 1-alkynyl sulfoxides or sulfones and the application for the synthesis of stereodefined vinyl sulfoxides or sulfones. J. Org. Chem. 2003, 68, 1958-1963. 

This review is concerned with the use of a,P-unsaturated sulfoxides in organic synthesis and covers the chemistry of vinyl (alkenyl) and dienyl sulfoxides. Other types of a,P-unsaturated sulfoxides such as allenyl and propargyl (alkynyl) sulfoxides are beyond the scope of this review. Particular emphasis is given to the use of nonracemic a,P-unsaturated sulfoxides throughout, reflecting recent developments in this field. 

---