1. For alcohol protecting groups, there are many options, including converting the alcohol to an ester (we will see this in Chapter 20). In the context of organometallic chemistry, why would an ester be a poor choice? Use the following reaction as an example and point out what could/ would happen. Br Mg then i

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Chapter1: Chemical Foundations
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1. For alcohol protecting groups, there are many
options, including converting the alcohol to an
ester (we will see this in Chapter 20). In the
context of organometallic chemistry, why would
an ester be a poor choice? Use the following
reaction as an example and point out what could/
would happen.
Mg
OH
then
2. I did not quite get to it, but organometallic
reagents can react with other functional groups
beyond carbonyls. One significant example is
epoxides. Given that they are strong
nucleophiles, what do you think would be the
product of the following reaction.
i
3. And then synthesis. Outline how you could
covert the given ester to the given tertiary
alcohol. Note that you may have to look at
chapter 17 for a review of some older reactions if
you do not remember them.
from
Transcribed Image Text:1. For alcohol protecting groups, there are many options, including converting the alcohol to an ester (we will see this in Chapter 20). In the context of organometallic chemistry, why would an ester be a poor choice? Use the following reaction as an example and point out what could/ would happen. Mg OH then 2. I did not quite get to it, but organometallic reagents can react with other functional groups beyond carbonyls. One significant example is epoxides. Given that they are strong nucleophiles, what do you think would be the product of the following reaction. i 3. And then synthesis. Outline how you could covert the given ester to the given tertiary alcohol. Note that you may have to look at chapter 17 for a review of some older reactions if you do not remember them. from
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