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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: toadesque on April 29, 2010, 02:45:25 AM

Title: Can someone help me draw the opening of this epoxide? Simple question.
Post by: toadesque on April 29, 2010, 02:45:25 AM

This is the epoxide

(https://www.chemicalforums.com/proxy.php?request=http%3A%2F%2Fimg42.imageshack.us%2Fimg42%2F1181%2Fdefe.jpg&hash=fcd9d5cc038d427771f6dba113f7197f830f92a6)

I want to do a base-catalyzed opening. Doesn't really matter what base, maybe BuLi just as an example.

What will the mechanism look like if I wanted to show it in steps? I know a bond attached to the O will break and the base will attack but I'm not really sure how it's gonna look. And then it's followed by the addition of water.

Thanks

Title: Re: Can someone help me draw the opening of this epoxide? Simple question.
Post by: Smrt guy on April 29, 2010, 09:51:52 PM

SN2 attack at the primary carbon