1. Propose structures for the following products. s a) b) c) BrMg. Me BrMg. Me 0 Et₂0, 0 °C then H* work-up Cul (0.2 equiv) Et₂0, 0 °C then H* work-up NaOMe MeOH, reflux Robinson annulation
1. Propose structures for the following products. s a) b) c) BrMg. Me BrMg. Me 0 Et₂0, 0 °C then H* work-up Cul (0.2 equiv) Et₂0, 0 °C then H* work-up NaOMe MeOH, reflux Robinson annulation
Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions
Section30.SE: Something Extra
Problem 41AP: In light of your answer to Problem 30-40, explain why a mixture of products occurs in the following...
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![1. Propose structures for the following products.
a)
b)
c)
d)
e)
f)
BrMg. .Me
BrMg Me
F
O₂N
Br
Br
+
NO₂
-Br
i
+
(1 equiv)
Ph
(1 equiv)
Ph
(2 equiv)
Et₂0, 0 °C
then H* work-up
Cul (0.2 equiv)
Et₂0, 0 °C
then H* work-up
NaOMe
MeOH, reflux
Robinson annulation
NEt3
DMF, heat
Pd(PPH3)4
NEt3, DMF, 60 °C
Pd(PPh3)4
NEt3, DMF, 100 °C](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F6f01df11-7490-4fa9-9e51-6ea6d2a32aad%2F34cb2420-ca2c-42f5-bfff-340553ccc2a5%2Fb7oymjlc_processed.jpeg&w=3840&q=75)
Transcribed Image Text:1. Propose structures for the following products.
a)
b)
c)
d)
e)
f)
BrMg. .Me
BrMg Me
F
O₂N
Br
Br
+
NO₂
-Br
i
+
(1 equiv)
Ph
(1 equiv)
Ph
(2 equiv)
Et₂0, 0 °C
then H* work-up
Cul (0.2 equiv)
Et₂0, 0 °C
then H* work-up
NaOMe
MeOH, reflux
Robinson annulation
NEt3
DMF, heat
Pd(PPH3)4
NEt3, DMF, 60 °C
Pd(PPh3)4
NEt3, DMF, 100 °C
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