ORGANIC CHEMISTRY-PRINT COMPANION (LL)
ORGANIC CHEMISTRY-PRINT COMPANION (LL)
4th Edition
ISBN: 9781119659594
Author: Klein
Publisher: WILEY
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Chapter 11, Problem 27ASP
Interpretation Introduction

Interpretation: Reaction which correctly shows the synthesis of 1-methylcyclohexene is to be determined.

Concept introduction: 1-methylcyclohexene is a compound with one double bond at the position with less hindrance. For the desired product, the correct synthesis involved is with Br2 and NaOEt .

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20.33 Think-Pair-Share (a) Rank the following dienes and dienophiles in order of increasing reactivity in the Diels-Alder reaction. (i) CO₂Et (ii) COEt || CO₂Et MeO MeO (b) Draw the product that results from the most reactive diene and most reactive dienophile shown in part (a). (c) Draw a depiction of the orbital overlap involved in the pericyclic reaction that oc- curs between the diene and dienophile in part (b). (d) Is the major product formed in part (b) the endo or exo configuration? Explain your reasoning.
20.40 The following compound undergoes an intramolecular Diels-Alder reaction to give a tricyclic product. Propose a structural formula for the product. CN heat An intramolecular Diels-Alder adduct
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