Home > Community > Origin of diastereoselectivity in Simmons–Smith cyclopropanation of allylic alcohol
Upvote

26

Downvote
+ Stereoselectivity
+ Carbene
+ Biochemistry
+ Alcohols
Posted by
Mel B.

Origin of diastereoselectivity in Simmons–Smith cyclopropanation of allylic alcohol

Charles Wardrop  Follow

Yes. Right after Clayden mentions this stereoselectivity, he proceeds to state that this is due to "coordination between the zinc atom and the hydroxyl group in the transition state" (pp. 1067-8, 1st ed):

enter image description here

More

Upvote

VOTE

Downvote