Draw the prödücts öf LIN(iPr)2 MeO THE -78°C a) label the E/Z geometry of the two products. b) draw an Ireland transition state for the deprotonation that leads to each product. c) predict which product is major if the Me0 moiety is about the same size as CH2CH3. duote if a tBu ester is instead used.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter24: Amines And Heterocycles
Section24.9: Heterocyclic Amines
Problem 22P
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Draw the products of the following reaction.
LIN(IPr)2
MeO
THF
-78°C
a) label the E/Z geometry of the two products.
b) draw an Ireland transition state for the deprotonation that leads to each product.
c) predict which product is major if the MeO moiety is about the same size as CH2CH3.
d) predict the effect on the ratio of the two products if a tBu ester is instead used.
e) predict the effect on the ratio of the two products if LiN(SIMe;)2 is used as the base.
f) predict the effect on the ratio of the two products if the reaction is done at 0°C.
Transcribed Image Text:Draw the products of the following reaction. LIN(IPr)2 MeO THF -78°C a) label the E/Z geometry of the two products. b) draw an Ireland transition state for the deprotonation that leads to each product. c) predict which product is major if the MeO moiety is about the same size as CH2CH3. d) predict the effect on the ratio of the two products if a tBu ester is instead used. e) predict the effect on the ratio of the two products if LiN(SIMe;)2 is used as the base. f) predict the effect on the ratio of the two products if the reaction is done at 0°C.
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