Draw the structure of the enantiomer of Mannose. Use the wedge/hash bond tools to indicate stereochemistry where it exists.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter12: Chirality
Section: Chapter Questions
Problem 15E
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b Draw the structure of the enantiomer of Mannose.
• Use the wedge/hash bond tools to indicate stereochemistry where it exists.
fumarate
HO
HO
H₂
H
aste
CH3
OH
OH
OH
OH
OCCHCH₂CO₂
malate
{}*
?
ChemDoodleⓇ
The hydration of fumarate to form malate occurs by the addition of -OH to the Re face of C3, followed by protonation at the Si face of C2.
Draw the product of the reaction, showing the stereochemistry.
Use the wedge/hash bond tools to indicate stereochemistry where it exists.
You do not have to explicitly draw H atoms.
• If a group is achiral, do not use wedged or hashed bonds on it.
Transcribed Image Text:b Draw the structure of the enantiomer of Mannose. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. fumarate HO HO H₂ H aste CH3 OH OH OH OH OCCHCH₂CO₂ malate {}* ? ChemDoodleⓇ The hydration of fumarate to form malate occurs by the addition of -OH to the Re face of C3, followed by protonation at the Si face of C2. Draw the product of the reaction, showing the stereochemistry. Use the wedge/hash bond tools to indicate stereochemistry where it exists. You do not have to explicitly draw H atoms. • If a group is achiral, do not use wedged or hashed bonds on it.
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