ORGANIC CHEMISTRY II LAB MANUAL>CUSTOM<
ORGANIC CHEMISTRY II LAB MANUAL>CUSTOM<
9th Edition
ISBN: 9780534261641
Author: SIMEK
Publisher: Cengage Learning
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Chapter 15, Problem 15.41SP

An important variation of the Diels-Alder reaction is intramolecular, in which the diene and the dienophile are connected. This type of Diels-Alder reaction makes two new rings. Draw the compound produced in each of these examples; try to predict stereochemistry (using models will help). In some cases, Lewis acid catalysts are used; that can be ignored for this problem.

Chapter 15, Problem 15.41SP, An important variation of the Diels-Alder reaction is intramolecular, in which the diene and the , example  1

Prof. H. Miyaoka, Tokyo U. Synthesis Letters, 2011, 547. (R and R2 are different alkyl groups.)

Chapter 15, Problem 15.41SP, An important variation of the Diels-Alder reaction is intramolecular, in which the diene and the , example  2

Prof. A. Kirschning, Leibnitz U. Hannover Organic Letters, 2014, 16, 568. (Ar1 and Ar2 are different aryl groups.)

Chapter 15, Problem 15.41SP, An important variation of the Diels-Alder reaction is intramolecular, in which the diene and the , example  3

Prof. H. Zhai, Lanzhou U. Organic Letters, 2014, 16, 216.

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Deducing the reactants of a Diels-Alder reaction n the molecule on the right-hand side of this organic reaction be made in good yield from no more than two reactants, in one step, by moderately heating the reactants? ? Δ • If your answer is yes, then draw the reactant or reactants in the drawing area below. You can draw the reactants in any arrangement you like. • If your answer is no, check the box under the drawing area instead. Explanation Check Click and drag to start drawing a structure. >
Predict the major products of the following organic reaction: + Some important notes: A ? • Draw the major product, or products, of the reaction in the drawing area below. • If there aren't any products, because no reaction will take place, check the box below the drawing area instead. • Be sure to use wedge and dash bonds when necessary, for example to distinguish between major products that are enantiomers. Explanation Check Click and drag to start drawing a structure.

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