October 25, 2020, 05:48:56 PM
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Topic: rxn mechanism for this  (Read 229 times)

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Offline strigoi

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rxn mechanism for this
« on: September 27, 2020, 01:54:45 PM »
To my understanding, iminium nitrogen is drawn to boron and this interactions lets hydride loose and attacks the double bond carbon, dropping the electron on nitrogen and letting boron go. Correct me here if i am wrong.

What i dont understand is whats going on with the carbons that ive drawn black arrows for. These should be hydrated aswell but i dont get it how? Does the double bond reform with nitrogen somehow and one after another BH4 starts loading the carbons or what?

Offline Babcock_Hall

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Re: rxn mechanism for this
« Reply #1 on: September 30, 2020, 10:53:00 AM »
The process is a hydrogenation, not a hydration.  That might help.

Offline kriggy

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Re: rxn mechanism for this
« Reply #2 on: October 03, 2020, 03:24:35 PM »
After reducing the first double bond, you get activated enamine which can accept hydride as well

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