13. Propose an effective 3-step synthesis for the following transformation using the given reagents. A. NINH E. Na/NH3 (1) I. KO'Bu M. 03. H₂O B. NaOCH3 F. HBr OH OH C. CH3CH3Br G. HBr/ROOR J. H30/HgSO4 K. 1. R₂BH 2. NaOH, H₂O₂ N. OSO4, NMO O. 1. mCPBA 2. H30* enantiomer D. H-CEC H. Br₂ L. H₂, Lindlar's cat. P. 1. Hg(OAC)2, H₂O 2. NaBH4

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13. Propose an effective 3-step synthesis for the following transformation using the given
reagents.
A. NINH
E. Na/NH3 (1)
I. KO'Bu
M. 03, H₂O
B. NaOCH3
F. HBr
OH
OH
C. CH3CH3Br
G. HBr/ROOR
J. H30/HgSO4 K. 1. R₂BH
2. NaOH, H₂O₂
N. OSO4, NMO O. 1. mCPBA
2. H30*
enantiomer
D. H-CEC
H. Br₂
L. H₂, Lindlar's cat.
P. 1. Hg(OAC)2, H₂O
2. NaBH4
Transcribed Image Text:13. Propose an effective 3-step synthesis for the following transformation using the given reagents. A. NINH E. Na/NH3 (1) I. KO'Bu M. 03, H₂O B. NaOCH3 F. HBr OH OH C. CH3CH3Br G. HBr/ROOR J. H30/HgSO4 K. 1. R₂BH 2. NaOH, H₂O₂ N. OSO4, NMO O. 1. mCPBA 2. H30* enantiomer D. H-CEC H. Br₂ L. H₂, Lindlar's cat. P. 1. Hg(OAC)2, H₂O 2. NaBH4
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