Module 5 : Reactions with Miscellaneous Reagents

Lecture 40 : Sulfur, -Selenium and -Tellurium Compounds

 

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Examples:

 

E. J. Corey, C. U. Kim, P. F. Misco, Org. Synth. CV 6 , 220.

J. Z. Ho, R. M. Mohareb, J. H. Ahn, T. B. Sim, H. Rapoport, J. Org. Chem. 2003 , 68 , 109.

5.5.1.3 C-C Bond Formation

2-Lithio-1,3-dithiane is widely used in organic synthesis as “umpolung” reagent (Scheme 4). It is also called Corey-Seebach reagent.

Scheme 4


M. Encyclopedia of Reagents for Organic Synthesis, John Wiley and Sons, Inc., L. A. Paquette, Ed., New York, 1995, 5 , 2953.

 

Examples:

 

P. G. Steel, E. J. Thomas, J. Chem. Soc., Perkin, Trans 1 , 1997 , 371.

 

D. Seebach, A. K. Beck, Org. Synth. CV6 , 869.