Swern Oxidation Stage 3 Elimination of Me2S

Sn2

Click the structures and reaction arrows in sequence to view the 3D models and animations respectively

Note: For clarity Me3N has been used in the animations in place of Et3N

In the final stage, the base (Et3N) is added to deprotonate the salt forming a sulfur ylid, which then collapses to give the desired aldehyde or ketone and dimethyl sulfide.

Back to Swern Oxidation Summary

K. Omura and D. Swern, Tetrahedron, 1978, 34, 1651–1660.

 

 

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