H D DH meso only 1| D, Pa Caco, Phco,, quinoline ROH 21 Na. NH, lkal, OH 1| NANH, NH, THE 21 D,. PdC. PESO, quholine 1) Na NH, kal, BuOH 21 Hạ, Pd C. PECO, qunoline EIOH D, d Caco, Phco,, quinoline ROH 21 H, d CacO, EIOH

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter25: Biomolecules: Carbohydrates
Section25.SE: Something Extra
Problem 64AP: D-Mannose reacts with acetone to give a diisopropylidene derivative (Problem 25-33) that is still...
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This is a question from an o-chem study guide.  Can you help me understand why some reactions only give the meso product as well as help me understand how this reaction works?

Which of the follawing reaction sequences will give the meso product?
H D
DH
meso only
1) D, Pd Caco, Phco,, quinaline EOH
21 Na. NH, (lia), EICH
I) NANH, NH, THE
21 D, Pd-C, PESO, quinoline
1) Na, NH, (ligl, t-BuOH
21 H3, Pd-C, PECO, quinoline ELOH
D,, Pd Caco, Phco, quinoline EtOH
21 H,, Pd Caco, EIOH
Transcribed Image Text:Which of the follawing reaction sequences will give the meso product? H D DH meso only 1) D, Pd Caco, Phco,, quinaline EOH 21 Na. NH, (lia), EICH I) NANH, NH, THE 21 D, Pd-C, PESO, quinoline 1) Na, NH, (ligl, t-BuOH 21 H3, Pd-C, PECO, quinoline ELOH D,, Pd Caco, Phco, quinoline EtOH 21 H,, Pd Caco, EIOH
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