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I was reading the topic alcohol in that I saw a reaction Pinacol pinacolone rearrangement .

But I am not able to find the sterochemistry of the reaction .

Can anyone please tell me the stereochemistry enter image description here

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    $\begingroup$ In that example, there is no stereocentre. $\endgroup$ Commented Jun 4, 2016 at 6:20
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    $\begingroup$ see this:-chemistry.stackexchange.com/questions/43858/… $\endgroup$ Commented Jun 4, 2016 at 6:29
  • $\begingroup$ @Martin-マーチン if there is a stereocentre in any other example then what would be the stereochemistry $\endgroup$
    – Koolman
    Commented Jun 4, 2016 at 6:40
  • $\begingroup$ @NilayGhosh in that question about stereochemistry is not mentioned . $\endgroup$
    – Koolman
    Commented Jun 4, 2016 at 8:54
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    $\begingroup$ This is perhaps the best explanation available- chemistry.stackexchange.com/questions/64459/… $\endgroup$
    – Soham
    Commented May 22, 2018 at 15:55

1 Answer 1

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The migrating group attacks trans to the leaving OH group:pinacol rearrangement stereochemistry

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    $\begingroup$ This answer implies a concerted mechanism, while the mechanism is usually written stepwise. Can you point us to papers that investigated the mechanism and came to this conclusion? As it stands, your answer seems claiming something without proving it. $\endgroup$
    – Jan
    Commented Jun 4, 2016 at 11:32
  • $\begingroup$ Why in second mechanism it becomes five membered ring ? $\endgroup$
    – Koolman
    Commented Jun 4, 2016 at 13:09

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