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Identify ALL appropriate starting materials and conditions to selectively generate the desired product racemic mixture OH Br H2SO4 A B EtOH NaOEt DMF 1) BH 3, THF C 1) Hg(OAc)2, EtOH D 2) NaBH4, NaOH E 1) BH3, THF 2) H2O2, NaOH 3) NaH 4) EtBr 2) H2O2, NaOEt LL F 1) H2SO4, EtOH 2) NaH 3) EtBr

Identify ALL appropriate starting materials and conditions to selectively generate the desired product racemic mixture OH Br H2SO4 A B EtOH NaOEt DMF 1) BH 3, THF C 1) Hg(OAc)2, EtOH D 2) NaBH4, NaOH E 1) BH3, THF 2) H2O2, NaOH 3) NaH 4) EtBr 2) H2O2, NaOEt LL F 1) H2SO4, EtOH 2) NaH 3) EtBr

Organic Chemistry
Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter23: Carbonyl Condensation Reactions
Section23.SE: Something Extra
Problem 27MP
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Identify ALL appropriate starting materials and conditions to selectively generate the desired product racemic mixture OH Br H2SO4 A B EtOH NaOEt DMF 1) BH 3, THF C 1) Hg(OAc)2, EtOH D 2) NaBH4, NaOH E 1) BH3, THF 2) H2O2, NaOH 3) NaH 4) EtBr 2) H2O2, NaOEt LL F 1) H2SO4, EtOH 2) NaH 3) EtBr
Transcribed Image Text:Identify ALL appropriate starting materials and conditions to selectively generate the desired product racemic mixture OH Br H2SO4 A B EtOH NaOEt DMF 1) BH 3, THF C 1) Hg(OAc)2, EtOH D 2) NaBH4, NaOH E 1) BH3, THF 2) H2O2, NaOH 3) NaH 4) EtBr 2) H2O2, NaOEt LL F 1) H2SO4, EtOH 2) NaH 3) EtBr
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