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Organic Chemistry

Jonathan Clayden, Nick Greeves, Stuart Warren, Peter Wothers

Chapter 29

Conjugate addition of enolates - all with Video Answers

Educators


Chapter Questions

03:12

Problem 1

Write full mechanisms for these reactions mentioned earlier in the chapter.

Lottie Adams
Lottie Adams
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10:33

Problem 2

Suggest syntheses for these compounds.

Nicholas Sacco
Nicholas Sacco
Numerade Educator
00:55

Problem 3

Suggest two different approaches to these compounds by conjugate addition of an enol(ate). Which do you prefer?

Dr.  Satish  Ingale
Dr. Satish Ingale
Numerade Educator
05:22

Problem 4

How could you use the Robinson annelation to make these compounds?

Ian Kaigh
Ian Kaigh
Numerade Educator
01:08

Problem 5

Predict the product that would be formed in these conjugate
additions.

Ly Tran
Ly Tran
Numerade Educator

Problem 6

Suggest mechanisms for this reaction, commenting on any
selectivity.

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07:06

Problem 7

This example of the use of the Mannich reaction was given in
the chapter. Draw detailed mechanisms for the two key steps
shown here.

Ronald Prasad
Ronald Prasad
Numerade Educator
03:06

Problem 8

This symmetrical bicyclic ketone can easily be synthesized in
two steps from simple precursors. What is the structure of the
intermediate and what is the mechanism of the reactions?

Anatole Borisov
Anatole Borisov
Numerade Educator
05:05

Problem 9

Suggest ways to make these compounds using conjugate addition of enol(ate)s.

Nicholas Sacco
Nicholas Sacco
Numerade Educator
08:44

Problem 10

Identify the product of this reaction and propose a mechanism for its formation.
$$
\begin{gathered}
\mathbf{B}, \mathbf{C}_{\mathbf{8}} \mathbf{H}_{\mathbf{1 4}} \mathbf{O}_{\mathbf{3}} \\
v_{\max }\left(\mathrm{cm}^{-1}\right) 1745,1730 \\
\delta_{\mathrm{c}} \text { (p.p.m.) } 202,176,62,48,34,22,15 \\
\delta_{\mathrm{H}} \text { (p.p.m.) } 1.21(6 \mathrm{H}, \mathrm{~s}), 1.8(2 \mathrm{H}, \mathrm{t}, J 7 \mathrm{~Hz}), \\
2.24(2 \mathrm{H}, \mathrm{t}, J 7 \mathrm{~Hz}), 4.3(3 \mathrm{H}, \mathrm{~s}), 10.01(1 \mathrm{H}, \mathrm{~s})
\end{gathered}
$$

Zubair Abdulla
Zubair Abdulla
Numerade Educator

Problem 11

Suggest a synthesis for the starting material for this reaction,
a mechanism for the reaction, and an explanation for the selectivity

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08:04

Problem 12

Suggest a mechanism for this reaction.

Zubair Abdulla
Zubair Abdulla
Numerade Educator
03:30

Problem 13

Suggest a mechanism for this reaction. How would you convert the product into the antibiotic anticapsin?

Travis Maslanik
Travis Maslanik
Numerade Educator