a) Ph. Me H EtMgBr then H* ? b) OMe NBn2 OLi CHO ? then H* R Li d) H ? -N then H+ R SMe ZnBH4 HU Ph. ?

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter19: Eas: Electrophilic Aromatic Substitution
Section: Chapter Questions
Problem 45E
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Predict the reaction outcome showing and explaining proper Transition States.
6. Draw the major product with proper stereochemistry and explanation showing the correct approach of
nucleophile.
a)
b)
OMe
NBn2
EtMgBr then H*
Ph
OLi
H
CHO
Me
then H*
R Li
d)
SMe
H
ZnBH4
?
Ph.
-N.
?
then H+
R
f)
OSiMe₂Ph
NaBH4
OH O
NaHB(OAc)
?
OSIMe2Ph is larger than Ethyl
g)
h)
R = Et
MeLi then H+
MeLi then H*
R = OH
and
and
?
R R = CO₂Me
R = CO₂Me
R
R
Transcribed Image Text:Predict the reaction outcome showing and explaining proper Transition States. 6. Draw the major product with proper stereochemistry and explanation showing the correct approach of nucleophile. a) b) OMe NBn2 EtMgBr then H* Ph OLi H CHO Me then H* R Li d) SMe H ZnBH4 ? Ph. -N. ? then H+ R f) OSiMe₂Ph NaBH4 OH O NaHB(OAc) ? OSIMe2Ph is larger than Ethyl g) h) R = Et MeLi then H+ MeLi then H* R = OH and and ? R R = CO₂Me R = CO₂Me R R
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