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The following reaction proceeds in two parts. The first part produces an intermediate compound A and...

The following reaction proceeds in two parts. The first part produces an intermediate compound A and byproduct HCOO–. The product of the second part is a bicyclic ?,?-unsaturated carbonyl compound.

The following reaction proceeds in two parts. The

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Concepts and reason

The given reaction involves between an aldehyde and an α,β\alpha {\rm{,}}\;\beta - unsaturated carbonyl compound. This reaction is known as Robinson’s annulation and results in the formation of a ring.

Fundamentals

Robinson’s annulation is a reaction which involves two reactions that is a Michael addition followed by aldol condensation.

In Michael addition, firstly formation of an enolate takes place by deprotonation by a base. Then the enolate formed attacks the carbonyl moiety via 1,4 conjugate addition. The final step of Michael addition involves protonation.

Then the aldol condensation takes place to give the final product.

The intermediate A is as follows:

C)
+ HCOOH
۔
گا
کی کی ایک
0:
H
Intermediate A

The mechanism of the first step is follows:

م
H :
.2
H
.
بار .
+
+
Intermediate A

The mechanism of the second step is follows:

The mechanism of the third step is follows:

НО

The mechanism of the fourth step is follows:

-
H

The mechanism of the fifth step is follows:

Ans:

The mechanism is as follows:

şrio
1
:0—H
Step 1
+ HH
Intermediate A
Step 2
Step 3
TH
OH
0—H
Step 4
Step 5

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