What reaction sequence will best achieve the transformation shown below? (1) BH THF [?] (1) HBr/ether (2) H2O2, N2OH/H;O (A) (B) (2) NaCN/CH3CN (3) Ts-CI, pyridine (4) NaCN/CH3CN CN (1) BH3 THE (1) Hg(OAc)2, H2O/THF (2) NABH/ethanol (D) (3) Ts-Cl/pyridine (4) NACN/CH CN (2) H2O2. NaOH/H;O (C) (3) SOC,, pyridine (4) NaCN/CH3CN

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 3E
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What reaction sequence will best achieve the transformation shown below?
(1) BH3 THF
(2) H2O2, NaOH/H20
(A)
[?]
(1) HBr/ether
(B)
(2) NaCN/CH3CN
(3) Ts-CI, pyridine
(4) NACN/CH3CN
"CN
(1) ВНз. THF
(2) H-02. NaOHн-0
(C)
(3) SOC,, pyridine
(4) NaCN/CH;CN
(1) Hg(OAc)2, HO/THF
(2) NABH/ethanol
(D)
(3) Ts-Cl/pyridine
(4) NaCN/CH, CN
OSequence D
Sequence A
Transcribed Image Text:What reaction sequence will best achieve the transformation shown below? (1) BH3 THF (2) H2O2, NaOH/H20 (A) [?] (1) HBr/ether (B) (2) NaCN/CH3CN (3) Ts-CI, pyridine (4) NACN/CH3CN "CN (1) ВНз. THF (2) H-02. NaOHн-0 (C) (3) SOC,, pyridine (4) NaCN/CH;CN (1) Hg(OAc)2, HO/THF (2) NABH/ethanol (D) (3) Ts-Cl/pyridine (4) NaCN/CH, CN OSequence D Sequence A
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