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Chapter 27: Q 52. (page 1103)

Question: Draw the products of each reaction.

Short Answer

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Answer

Step by step solution

01

Pericyclic reactions  

These reactions are stereospecific. In these reactions, the -bond is formed by the combination of atomic orbitals when they are in the same phase.

02

Oxy-cope rearrangement

In the presence of heat, this reaction forms an enolate that can tautomerize to form a carbonyl group.

03

Products of the given reaction

a. The product of the given reaction is shown here under

b. The product of the given reaction is shown here under.

Product of b.

c. The product of the given reaction is shown here under.

Product of c.

d. The product of the given reaction is shown here under.

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Most popular questions from this chapter

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

Question: What type of sigmatropic rearrangement is illustrated in each reaction?

Question: The endiandric acids comprise a group of unsaturated carboxylic acids isolated from a tree that grows in the rain forests of eastern Australia. The methyl esters of endiandric acids D and E have been prepared from polyene Y by a series of two successive electrocyclic reactions: thermal ring closure of the conjugated tetraene followed by ring closure of the resulting conjugated triene. (a) Draw the structures (including stereochemistry) of the methyl esters of endiandric acids D and E. (b) The methyl ester of endiandric acid E undergoes an intramolecular [4 + 2] cycloaddition to form the methyl ester of endiandric acid A. Propose a possible structure for endiandric acid A.

Question: Classify each pericyclic reaction as an electrocyclic reaction, cycloaddition, or sigmatropic rearrangement. Indicate whether the stereochemistry is conrotatory, disrotatory, suprafacial, or antarafacial.

Question: What cycloaddition products are formed in each reaction? Indicate the stereochemistry of each product.
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