epoxides

[hasanein4u]

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for epoxides:

as I understood from chad

if the reaction is basic attack the least substituted carbon
if the reaction is acidic attack the most substituted carbon

but with grignard... do we attack the least substituted all the time even if acid is present?

I mean just because we treat grignard as alkoxide so the maeans it is base so we attack the least substituted and acid is just for oxygen protonation?

 

[NDPitch]

The gringard itself attacks in the FIRST step. What is a gringard? It's a strong BASE. Thus, it will attack the least substituted side. Then the acid comes in at the SECOND step, after the main event has already happened.

The trap is to see H3O+ and assume this is occurring in acid, but that's not the case! If you were to put a gringard in acid, it would immediately destroy your gringard.

 

[hasanein4u]

The gringard itself attacks in the FIRST step. What is a gringard? It's a strong BASE. Thus, it will attack the least substituted side. Then the acid comes in at the SECOND step, after the main event has already happened.

The trap is to see H3O+ and assume this is occurring in acid, but that's not the case! If you were to put a gringard in acid, it would immediately destroy your gringard.

I got you now! Just reviewed the video and he mentioned SECOND STEP for acid

Thanks buddy!