Orgo 2: opening epoxides

[nancy9494]

Hello

The problem: Suggest reagents for the following transformations. Remember that protic solvents are present to protonate the alkoxide ions that are formed in teh nucleophilic attack on the oxirane. 

I don't understand how the mechanism works. The final product is attacked at the least hindered carbon indicating it is in basic conditions, but the reagent given is an electrophile. I don't understand how it would attack the starting material. 

 

Thank you in advance.

Edited January 20, 2018 by nancy9494

[hypervalent_iodine]

Which bit are you claiming is the electrophile?

[nancy9494]

The amine is the electrophile and so it the starting material right? I just don't understand how the amine can attack the starting material. 

[hypervalent_iodine]

Maybe think about the amine a bit more. Does it have any lone pairs?

[nancy9494]

ugh rookie mistake

thanks so much!