Here in Chapter 19, we learned that converting a ketone or aldehyde to an acetal is a good way to protect the carbonyl group, because an acetal is composed of ether linkages. In Problem 17.57, we saw that a ketone or aldehyde can be converted into an epoxide, which is a cyclic ether. Why would an epoxide be a poor choice as a protecting group?

Here in Chapter 19, we learned that converting a ketone or aldehyde to an acetal is a good way to protect the carbonyl group, because an acetal is composed of ether linkages. In Problem 17.57, we saw that a ketone or aldehyde can be converted into an epoxide, which is a cyclic ether. Why would an epoxide be a poor choice as a protecting group?

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter25: Enolate & Enol Nucleophiles

Section: Chapter Questions

Problem 16E

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