Chapter 27: Q 28. (page 1099)
Question: What product is formed by the [3,3] sigmatropic rearrangement of each compound?

Short Answer
Answer
a. 

b.
Chapter 27: Q 28. (page 1099)
Question: What product is formed by the [3,3] sigmatropic rearrangement of each compound?

Answer
a. 

b.
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Question: (a) Using Figure 27.2 as a guide, draw the molecular orbitals for hexa-2,4-diene. (b) Label the HOMO and the LUMO in the ground state. (c) Label the HOMO and the LUMO in the excited state.
Question: The bicyclic alkene P can be prepared by thermal electrocyclic ring closure from cyclodecadiene Q or by photochemical electrocyclic ring closure from cyclodecadiene R.Draw the structures of Q and R, and indicate the stereochemistry of the process by which each reaction occurs.
Question: (a) What product is formed by the Claisen rearrangement of compound Z? (b) Using what you have learned about ring-closing metathesis in Chapter 26, draw the product formed when the product in part (a) is treated with Grubbs catalyst. These two reactions are key steps in the synthesis of garsubellin A, a biologically active natural product that stimulates the synthesis of the neurotransmitter acetylcholine. Compounds of this sort may prove to be useful drugs for the treatment of neurodegenerative diseases such as Alzheimer’s disease.

Question: a) What is the structure of C, which is formed by oxy-Cope rearrangement of B with NaOEt?
(b) Draw a stepwise mechanism for the conversion of C to the bicyclic alcohol D.

Question: Draw a stepwise, detailed mechanism for the following reaction.

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