fumarate CO₂ OH O₂CCHCH₂CO₂ malate 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.

fumarate CO₂ OH O₂CCHCH₂CO₂ malate 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.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter5: Stereochemistry At Tetrahedral Centers

Section5.SE: Something Extra

Problem 58AP: One of the steps in fat metabolism is the hydration of crotonate to yield 3-hydroxybutyrate. This...

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Question

G.233.

fumarate
CO₂
OH
→→O₂CCHCH₂CO₂
malate
The hydration of fumarate to form malate occurs by the addition of -OH to the Re face of C3, followed by protonation at the S/ face of C2.
Draw the product of the reaction, showing the stereochemistry.
. Use the wedge/hash bopd 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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