Provide the structure of the product(s) with stereochemisty if appropriate.If multiple products indicate major product or if products are formed inequal amounts. If there is no reaction expected explain why.(a)OHHIO4(the protecting group is remained)CHOHHOH2C OH(b)CHO-ОНNaCN#HO -HH -OHCH₂OH(c)CHOHO- -HHO -HNH₂OH張一H -OHH -OHCH₂OHi) Ba(OH)2ii) MeOH, H₂SO4NaOAcAc₂0NaOMeMeOH

Answered: Image /qna-images/answer/5a8b6459-e23e-4280-8d1e-1a05585e6b41.jpg

HOH₂C OH CHO (b) н—он OH HO -H NaCN H -OH CH₂OH (c) CHO HO -H HO-H 吧。 H- -OH CH₂OH H-OH CHO NH₂OH HIO4 (the protecting group is remained) i) Ba(OH)2 ii) MeOH, H₂SO4 NaOAc Ac₂0 NAOMe MeOH

HOH₂C OH CHO (b) н—он OH HO -H NaCN H -OH CH₂OH (c) CHO HO -H HO-H 吧。 H- -OH CH₂OH H-OH CHO NH₂OH HIO4 (the protecting group is remained) i) Ba(OH)2 ii) MeOH, H₂SO4 NaOAc Ac₂0 NAOMe MeOH

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter22: Carbonyl Alpha-substitution Reactions

Section22.SE: Something Extra

Problem 26MP: Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium...

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Question

Provide the structure of the product(s) with stereochemisty if appropriate.
If multiple products indicate major product or if products are formed in
equal amounts. If there is no reaction expected explain why.
(a)
OH
HIO4
(the protecting group is remained)
CHO
H
HOH2C OH
(b)
CHO
-ОН
NaCN
#
HO -H
H -OH
CH₂OH
(c)
CHO
HO- -H
HO -H
NH₂OH
張一
H -OH
H -OH
CH₂OH
i) Ba(OH)2
ii) MeOH, H₂SO4
NaOAc
Ac₂0
NaOMe
MeOH

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