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Solved: If the compounds shown here are heated, one will

Chapter 28, Problem 32P

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QUESTION:

If the compounds shown here are heated, one will form one product from a [1,3] sigmatropic rearrangement and the other will form two products from two different [1,3] sigmatropic rearrangements. Draw the products of the reactions.

                                         

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QUESTION:

If the compounds shown here are heated, one will form one product from a [1,3] sigmatropic rearrangement and the other will form two products from two different [1,3] sigmatropic rearrangements. Draw the products of the reactions.

                                         

ANSWER:

Solution 32P

Step 1 of 3

[1,3] sigmatropic rearrangement involves one “” bond and one bond, hence it follows the anthrafacial mode of rearrangement.

Under thermal conditions the following compounds, gives the products.

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