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Question

Na2C2HCl (excess) NaNH2−−−−−−−−−(excess) CH3I H2−−−−−−PdBaSO4 i. O3−−−−−−ii. ZnH2O

Final product can be obtained by:

A
MeCH=CHMei. mCPBA−−−−−−ii. H+/H2O HIO4−−
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B
H2C=CH2i. B2H6,THF−−−−−−−−ii. H2O2,OH CuΔ
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C
MeCOOHSOCl2−−− LiAlH(OCH3)3−−−−−−−−
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D
MeBrKCN−−−DMSO i. SnCl2/HCl−−−−−−−ii. H+/H2O
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Solution

The correct options are
A MeCH=CHMei. mCPBA−−−−−−ii. H+/H2O HIO4−−
B H2C=CH2i. B2H6,THF−−−−−−−−ii. H2O2,OH CuΔ
C MeCOOHSOCl2−−− LiAlH(OCH3)3−−−−−−−−
D MeBrKCN−−−DMSO i. SnCl2/HCl−−−−−−−ii. H+/H2O
Na2C2HClHCCH(excess) NaNH2−−−−−−−−−(excess) CH3IMeCCMeH2−−−−−−PdBaSO4HMe|C=Me|CHi. O3−−−−−−ii. ZnH2OMe|C=O


a) MeCH=CHMei. mCPBA−−−−−−ii. H+/H2OMeOH|CHOH|CHMeHIO4−−MeO||CH

b) H2C=CH2i. B2H6,THF−−−−−−−−ii. H2O2,OHH3COH|CH2CuΔH3CO||CH

c) MeCOOHSOCl2−−−H3CO||CClLiAlH(OCH3)3−−−−−−−−H3CO||CH

d) MeBrKCN−−−DMSOH3CCNi. SnCl2/HCl−−−−−−−ii. H+/H2OH3CO||CH

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