The transition state is a six-membered chair with the toluyl group equatorial. This is the least hindered of the 4 possible transition states.
The stereochemistry of the reaction is controlled by the sulfoxide. In the absence of the ZnCl2, the hydride transfer occurs intramolecularly yielding the R,S enantiomer.
Click on a star to rate it!
Average rating / 5. Vote count:
No votes so far! Be the first to rate this page.
Let us improve this page!
Thanks for your feedback!