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Propose a synthesis for E-stilbene using witting reaction. What other by products could occur in the...

Propose a synthesis for E-stilbene using witting reaction. What other by products could occur in the proposed synthesis and how could they be removed to obtain a pure product.
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Answer #1
  1. Stereoselectivity in witting reaction:

The general rule is that the stabilized ylides (namely the alkyl group attached to tri phenyl phosphine ylide is R = Aryl, COR, C=C, etc) react with aldehydes forms mainly trans or E- alkenes. while the unstabilized ylides ( namely R= simple alkyl groups) forms mainly Z or cis alkenes.

2. the other products formed in this reaction is only tri phenyl phosphone.

therefore we can get the pure E-stilbene by removing the tri phenyl phosphine by using column chromotography or preparative HPLC.Hing ReachonFillere smthe sis step Boge BuLi NaH step-2: @ igheng hehine ylde 3 Gen zaldehde ph phosphone E-stibene

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