Question

Predict the product in the following reactions and explain their formation. i) PhLi, ii) H?O i) Ph Ph i) PhMgX, ii) H?O? THF, 20°C dry CO? ?? ii) + EtMgBr ?? iii) HO ? + MgBr B?H? in ether, 0°C ? CO?H iv) EtO?C DIBAL-H, Ether, 20°C ? R R' v) R?Li + Cul R Br ?? ?? Give Retrosynthetic analysis and an efficient synthesis of the following compounds: i) ii) CO?Et iii) OH =) Carry out the following conversions. Mechanism is not necessary. i) 0 CO?Et 0 ii) a) Carry out the following conversions: i) 4 ? CO?Et 0 OH Ph CO?Me ii) CO?Me ? Ph [3

          Predict the product in the following reactions and explain their formation.
i) PhLi, ii) H?O
i)
Ph
Ph
i) PhMgX, ii) H?O?
THF, 20°C
dry CO?
??
ii)
+ EtMgBr
??
iii)
HO
?
+
MgBr
B?H? in ether, 0°C
?
CO?H
iv) EtO?C
DIBAL-H, Ether, 20°C
?
R
R'
v) R?Li + Cul
R
Br
??
??
Give Retrosynthetic analysis and an efficient synthesis of the following compounds:
i)
ii)
CO?Et
iii)
OH
=) Carry out the following conversions. Mechanism is not necessary.
i)
0
CO?Et
0
ii)
a) Carry out the following conversions:
i)
4
?
CO?Et
0
OH
Ph
CO?Me
ii)
CO?Me
?
Ph
[3

Predict the product in the following reactions and explain their formation.
i) PhLi, ii) H?O
i)
Ph
Ph
i) PhMgX, ii) H?O?
THF, 20°C
dry CO?
??
ii)
+ EtMgBr
??
iii)
HO
?
+
MgBr
B?H? in ether, 0°C
?
CO?H
iv) EtO?C
DIBAL-H, Ether, 20°C
?
R
R'
v) R?Li + Cul
R
Br
??
??
Give Retrosynthetic analysis and an efficient synthesis of the following compounds:
i)
ii)
CO?Et
iii)
OH
=) Carry out the following conversions. Mechanism is not necessary.
i)
0
CO?Et
0
ii)
a) Carry out the following conversions:
i)
4
?
CO?Et
0
OH
Ph
CO?Me
ii)
CO?Me
?
Ph
[3

Added by Kristin H.

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