(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

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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Many variations of ring-closing metathesis have now been reported. Tandem ring–opening–ring-closing metathesis can occur with cyclic alkenes that contain two additional carbon–carbon double bonds. In this reaction, the cycloalkene is cleaved, and two new rings are formed. [1] What compounds are formed in this tandem reaction with the following substrates? [2] Devise a synthesis of the substrate in part (b) that uses a Diels–Alder reaction with diethyl maleate as the dienophile.

Many variations of ring-closing metathesis have now been reported. Tandem ring-opening-ring-closing metathesis can occur with cyclic alkenes that contain two additional carbon-carbon double bonds. In this reaction, the cycloalkene is cleaved, and two new rings are formed. [1] What compounds are formed in this tandem reaction with the following substrates? [2] Devise a synthesis of the substrate in part (b) that uses a Diels–Alder reaction with diethyl maleate as the dienophile.

The following triene undergoes an intramolecular Diels-Alder reaction to give a bicyclic product. Propose a structural formula for the product. Account for the observation that the Diels-Alder reaction given in this problem takes place under milder conditions (at lower temperature) than the analogous Diels-Alder reaction 0"C Diels-Alder adduct

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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