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Topic: why does the alkyl attacks the enolate from the si face?  (Read 3784 times)

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Offline chimiste

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why does the alkyl attacks the enolate from the si face?
« on: May 12, 2008, 09:08:47 AM »
Hello,
I did not understand why the alkyl attacks from the si face of the enolate, I'd say the opposite, since there's a t-butyl group. I hope you can see the pictures.






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Re: why does the alkyl attacks the enolate from the si face?
« Reply #1 on: May 13, 2008, 03:09:06 AM »
Think about the conformation of the product if the other face were alkylated.  Do you notice a particularly unfavorable interaction in the fused [5-5] system?

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