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Does the [1,7] sigmatropic rearrangement that converts

Chapter 28, Problem 19P

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QUESTION:

Does the [1,7] sigmatropic rearrangement that converts provitamin \(D_3\) to vitamin \(D_3\) involve suprafacial or antarafacial rearrangement?

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QUESTION:

Does the [1,7] sigmatropic rearrangement that converts provitamin \(D_3\) to vitamin \(D_3\) involve suprafacial or antarafacial rearrangement?

ANSWER:

Solution 19P

Step 1 of 2

The formation of vitamin D3 from pro vitamin D3 involves [1,7] sigma tropic rearrangement. The sigma tropic rearrangement takes place under thermal conditions and is slower that the electro cyclic reaction.

                                        Cholecakiferol (vitamin D3)

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