Identify ALL appropriate starting materials and conditions to selectively generate the desired product racemic mixture Br OH H2SO4 A B EtOH NaOEt DMF C 1) Hg(OAc)2, EtOH 1) BH3, THF D 2) NaBH4, NaOH 2) H2O2, NaOEt E 1) BH3, THF 2) H2O2, NaOH 3) NaH 4) EtBr FL 1) H2SO4, EtOH 2) NaH 3) EtBr
Identify ALL appropriate starting materials and conditions to selectively generate the desired product racemic mixture Br OH H2SO4 A B EtOH NaOEt DMF C 1) Hg(OAc)2, EtOH 1) BH3, THF D 2) NaBH4, NaOH 2) H2O2, NaOEt E 1) BH3, THF 2) H2O2, NaOH 3) NaH 4) EtBr FL 1) H2SO4, EtOH 2) NaH 3) EtBr
Chapter23: Carbonyl Condensation Reactions
Section23.SE: Something Extra
Problem 27MP
Question
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Transcribed Image Text:Identify ALL appropriate starting materials and conditions to selectively generate the desired product
racemic mixture
Br
OH
H2SO4
A
B
EtOH
NaOEt
DMF
C
1) Hg(OAc)2, EtOH
1) BH3, THF
D
2) NaBH4, NaOH
2) H2O2, NaOEt
E
1) BH3, THF
2) H2O2, NaOH
3) NaH
4) EtBr
FL
1) H2SO4, EtOH
2) NaH
3) EtBr
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