Mitsunobu Reaction Stage 3

Mitsunobu Reaction Stage 3

Background Colour:

NOTE: Important charges and non-bonding electrons are shown throughout the animation except during the transition state phase.

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

Due to the strong affinity between oxygen and phosphorous the lone pair attacks the phosphorous cation leaving an amide anion. The amide anion then removes the acidic proton from the oxyphosphonium ion to form the product.

Stage 4 of Mitsunobu

Back to Mitsunobu Summary

T. Y. S. But and P. Toy, Chem. - An Asian J., 2007, 2, 1340–1355.