LOTBS + but-3-en-1-yl LOTBS acetate AcO 5% Grubbs A 97% (C) catalyst + but-3-en-1-yl acetate OH OH AcO 5% Grubbs 58%

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
Problem 59AP
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Using chemical drawings to illustrate the answer, why are these cross-metathesis product yields so different? 

+ but-3-en-1-yl
acetate
ОТBS
OTBS
AcO
5% Grubbs
97% (C)
A
catalyst
+ but-3-en-1-yl
аcetate
но
HO
AcO
5% Grubbs
58%
catalyst
AcO
TBS =
Si
but-3-en-1-yl acetate
Transcribed Image Text:+ but-3-en-1-yl acetate ОТBS OTBS AcO 5% Grubbs 97% (C) A catalyst + but-3-en-1-yl аcetate но HO AcO 5% Grubbs 58% catalyst AcO TBS = Si but-3-en-1-yl acetate
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