Organic Chemistry (8th Edition)

Published by Pearson
ISBN 10: 0321768418
ISBN 13: 978-0-32176-841-4

Chapter 14 - Ethers, Epoxides, and Thioethers - Problems: Problem 14-20 a


The oxidizing agent is tert-butyl hydroperoxide. The function of diethyl L-tartrate is to make only one enantiomer of the product. The function of titanium(IV) isopropoxide is to hold all the reagents together.

Work Step by Step

The oxidizing agent is tert-butyl hydroperoxide because it has an O-O bond which oxidizes. Diethyl L-tartrate has two asymmetric carbons, which leads to formation of only one enantiomer of the product. The titanium(IV) isopropoxide holds the oxygens of the reagents together which results in holding all the reagents together in the hope that they will eventually collide.
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