- For the following reactions, it was found that the diastereoselectivity decreased with the protecting group changed from methyl ether to a trimethylsilył ether and the results was summarized in the following. Please explain these observations. (10%) MezMg Me он Me. OH Me Me Me Ph THF. -70 "C Ph Ph ÖR OR ÖR R Ratio Relative rate Me >99:1 1000 SiMes 99:1 100 SiEt3 99:6 8 SiMezt-Bu 88:2 2.5 SiPhzl-Bu 63:37 0.82 Si(i-Pr)s 42:58 0.45

Fundamentals Of Analytical Chemistry
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ISBN:9781285640686
Author:Skoog
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Chapter7: Statistical Data Treatment And Evaluation
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- For the following reactions, it was found that the diastereoselectivity decreased with the protecting group changed
from methyl ether to a trimethylsilył ether and the results was summarized in the following. Please explain these
observations. (10%)
MezMg
Me
он
Me.
OH
Me
Me
Me
Ph
THF. -70 "C
Ph
Ph
ÖR
OR
ÖR
R
Ratio
Relative rate
Me
>99:1
1000
SiMes
99:1
100
SiEt3
99:6
8
SiMezt-Bu
88:2
2.5
SiPhzl-Bu
63:37
0.82
Si(i-Pr)s
42:58
0.45
Transcribed Image Text:- For the following reactions, it was found that the diastereoselectivity decreased with the protecting group changed from methyl ether to a trimethylsilył ether and the results was summarized in the following. Please explain these observations. (10%) MezMg Me он Me. OH Me Me Me Ph THF. -70 "C Ph Ph ÖR OR ÖR R Ratio Relative rate Me >99:1 1000 SiMes 99:1 100 SiEt3 99:6 8 SiMezt-Bu 88:2 2.5 SiPhzl-Bu 63:37 0.82 Si(i-Pr)s 42:58 0.45
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