(a) Interpretation: The compounds are formed by the tandem reaction with given substrates are to be predicted. Concept introduction: The ring-closing metathesis (RCM) by Grubbs catalyst occurs, when the starting material is diene. This reaction is facilitated under high-dilution condition as it favors intramolecular metathesis instead of intermolecular metathesis.

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Answer 1

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Chapter 26, Problem 26.52P

Interpretation Introduction

(a)

Interpretation: The compounds are formed by the tandem reaction with given substrates are to be predicted.

Concept introduction: The ring-closing metathesis (RCM) by Grubbs catalyst occurs, when the starting material is diene. This reaction is facilitated under high-dilution condition as it favors intramolecular metathesis instead of intermolecular metathesis.

Interpretation Introduction

(b)

Interpretation: The synthesis of the substrate in part (b) that uses a Diels–Alder reaction with diethylmaleate as the dienophile is to be devised.

Concept introduction: Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

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Step 6: Now that you have determined the substrates and mechanism of a Diels-Alder reaction, you will learn how to recognize when you should use the Diels-Alder reaction. In a synthesis reaction, if you are given a cyclohexene product with no other obvious functional group transformations and an electron-withdrawing group two carbons away from the alkene, it is likely made via the Diels-Alder reaction. Deduce the structures of the starting materials to form the Diels-Alder adduct shown. ..... CN CN Diene + Dienophile

A very large number of Diels-Alder reactions are recorded in the chemical literature, many of which involve relatively complicated dienes, dienophiles, or both. Predict the constitution of the Diels-Alder adduct that is expected to form from the combination of diene and dienophile below. Draw the structure of the predicted product, including relevant stereochemistry when applicable. If applicable, use the Bicyclic Stamp tool and guide points to draw each structure. Click and drag to start drawing a structure.

A very large number of Diels-Alder reactions are recorded in the chemical literature, many of which involve relatively complicated dienes, dienophiles, or both. Predict the constitution of the Diels-Alder adduct that is expected to form from the combination of diene and dienophile below. Draw the structure of the predicted product, including relevant stereochemistry when applicable. If applicable, use the Bicyclic Stamp tool and guide points to draw each structure. NH + NC CN X NC CN Click and drag to start drawing a structure.

Answer 2

Question

Chapter 26, Problem 26.52P

Interpretation Introduction

(a)

Interpretation: The compounds are formed by the tandem reaction with given substrates are to be predicted.

Concept introduction: The ring-closing metathesis (RCM) by Grubbs catalyst occurs, when the starting material is diene. This reaction is facilitated under high-dilution condition as it favors intramolecular metathesis instead of intermolecular metathesis.

Interpretation Introduction

(b)

Interpretation: The synthesis of the substrate in part (b) that uses a Diels–Alder reaction with diethylmaleate as the dienophile is to be devised.

Concept introduction: Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

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Answer 3

Question

Chapter 26, Problem 26.52P

Interpretation Introduction

(a)

Interpretation: The compounds are formed by the tandem reaction with given substrates are to be predicted.

Concept introduction: The ring-closing metathesis (RCM) by Grubbs catalyst occurs, when the starting material is diene. This reaction is facilitated under high-dilution condition as it favors intramolecular metathesis instead of intermolecular metathesis.

Interpretation Introduction

(b)

Interpretation: The synthesis of the substrate in part (b) that uses a Diels–Alder reaction with diethylmaleate as the dienophile is to be devised.

Concept introduction: Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

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Answer 4

Question

Chapter 26, Problem 26.52P

Interpretation Introduction

(a)

Interpretation: The compounds are formed by the tandem reaction with given substrates are to be predicted.

Concept introduction: The ring-closing metathesis (RCM) by Grubbs catalyst occurs, when the starting material is diene. This reaction is facilitated under high-dilution condition as it favors intramolecular metathesis instead of intermolecular metathesis.

Interpretation Introduction

(b)

Interpretation: The synthesis of the substrate in part (b) that uses a Diels–Alder reaction with diethylmaleate as the dienophile is to be devised.

Concept introduction: Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

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Answer 5

Chapter 26, Problem 26.52P

Interpretation Introduction

(a)

Interpretation: The compounds are formed by the tandem reaction with given substrates are to be predicted.

Concept introduction: The ring-closing metathesis (RCM) by Grubbs catalyst occurs, when the starting material is diene. This reaction is facilitated under high-dilution condition as it favors intramolecular metathesis instead of intermolecular metathesis.

Interpretation Introduction

(b)

Interpretation: The synthesis of the substrate in part (b) that uses a Diels–Alder reaction with diethylmaleate as the dienophile is to be devised.

Concept introduction: Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

Answer 6

Chapter 26, Problem 26.52P

Interpretation Introduction

(a)

Interpretation: The compounds are formed by the tandem reaction with given substrates are to be predicted.

Concept introduction: The ring-closing metathesis (RCM) by Grubbs catalyst occurs, when the starting material is diene. This reaction is facilitated under high-dilution condition as it favors intramolecular metathesis instead of intermolecular metathesis.

Answer 7

Chapter 26, Problem 26.52P

Interpretation Introduction

(a)

Interpretation: The compounds are formed by the tandem reaction with given substrates are to be predicted.

Concept introduction: The ring-closing metathesis (RCM) by Grubbs catalyst occurs, when the starting material is diene. This reaction is facilitated under high-dilution condition as it favors intramolecular metathesis instead of intermolecular metathesis.

Answer 8

Interpretation Introduction

(b)

Interpretation: The synthesis of the substrate in part (b) that uses a Diels–Alder reaction with diethylmaleate as the dienophile is to be devised.

Concept introduction: Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

Answer 9

Interpretation Introduction

(b)

Interpretation: The synthesis of the substrate in part (b) that uses a Diels–Alder reaction with diethylmaleate as the dienophile is to be devised.

Concept introduction: Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.

Answer 10

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Answer 13

Ch. 26 - Prob. 26.1P Ch. 26 - Prob. 26.2P Ch. 26 - Prob. 26.3P Ch. 26 - Prob. 26.4P Ch. 26 - Prob. 26.5P Ch. 26 - Prob. 26.6P Ch. 26 - Prob. 26.7P Ch. 26 - Problem 26.8 What starting materials are needed to...Ch. 26 - Prob. 26.9P Ch. 26 - Problem 26.10 What reagents are needed to convert...

Solution Summary: The author explains the ring-closing metathesis (RCM) by Grubbs catalyst occurs when the starting material is diene.

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