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Oppolzer's Camphorsultam and Arndt-Eistert - Chemistry Help [entries|archive|friends|userinfo]
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Oppolzer's Camphorsultam and Arndt-Eistert [Oct. 27th, 2012|04:13 pm]
Chemistry Help



Hello everyone!

My supervisor has given me a reaction from before I started my PhD to talk through during a presentation and I'm considering questions that may be asked in the Q&A. I'm struggling to work out how Oppolzer's camphor sultam works. I found one explanation that said "steric hindrance of the dimethyl group in conjunction with repulsion of the amide nitrogen lone pair". I just wanted to make sure that's right, as I've only found descriptions of selectivity when a sulfone oxygen coordinates to a Lithium enolate, whereas I have a silyl enol ether in my actual reaction.

Also, does anyone know why sonication and a catalyst would be needed for an Arndt-Eistert reaction? I thought the reaction happened pretty easily?

Thanks so much in advance :)


(Deleted comment)
[User Picture]From: tom_mouse
2012-10-28 01:27 am (UTC)
Er, thanks.
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