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Topic: Conjugate addition  (Read 2907 times)

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Offline vhpk

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Conjugate addition
« on: February 17, 2010, 01:50:29 AM »
Hi everyone,
When practicing problem for conjugate addition, I've met one problem:
What is the product of this compound when reacted with i-PrMgCl, CuSPh:

Since there is CuSPh, the transmetalation occurs to form i-PrCu which is a soft nucleophile, the conjugate addition occurs. My product is:

But the product in the solution is:

So, can anyone here let me know whether I'm correct or the book is correct and if I'm wrong, where am I wrong ?
Thank you :)
Genius is a long patience

Offline orgopete

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Re: Conjugate addition
« Reply #1 on: February 17, 2010, 08:20:48 AM »
You are correct, the book has a typographical error.
Author of a multi-tiered example based workbook for learning organic chemistry mechanisms.

Offline vhpk

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Re: Conjugate addition
« Reply #2 on: February 17, 2010, 10:15:40 AM »
Thank you :)
Genius is a long patience

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