The coupling reaction of 2,6-dichloropurine with

Chapter 26, Problem 26.27

(choose chapter or problem)

The coupling reaction of 2,6-dichloropurine with 1,2,3,4-tetra-O-acetyl-+-arabinofuranose takes place when the two are heated in the presence of p-toluenesulfonic acid to give the nucleoside in 75% yield. The reaction is stereoselective for the formation of the -anomer, even though the starting sugar is a mixture of anomers. Can you think of a reason for the stereoselectivity? (Hint: See Mechanism 23.3.)

Unfortunately, we don't have that question answered yet. But you can get it answered in just 5 hours by Logging in or Becoming a subscriber.

Becoming a subscriber
Or look for another answer

×

Login

Login or Sign up for access to all of our study tools and educational content!

Forgot password?
Register Now

×

Register

Sign up for access to all content on our site!

Or login if you already have an account

×

Reset password

If you have an active account we’ll send you an e-mail for password recovery

Or login if you have your password back