Will use Baker's yeast, which can be bought very cheaply from any permarket, in the stereoselective reduction of the "unnatural substrate" ethyl acetoacetate 1. The one functionality in 1 will be converted into an alcohol in the compound ethyl 35- droxybutanoate 2. This useful chiral compound is formed with a high level of enantioselectivity owing this biological reduction.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter10: Organohalides
Section10.SE: Something Extra
Problem 19MP: The formation of Br2 from NBS first involves the reaction of NBS with HBr to form an iminol...
icon
Related questions
icon
Concept explainers
Question

3

Yeast
ОН О
OEt
OEt
1
2.
Transcribed Image Text:Yeast ОН О OEt OEt 1 2.
Experiment: Asymmetric Ketone Reduction Using a Biotransformation
Info: In this experiment you will use Baker's yeast, which can be bought very cheaply from any
supermarket, in the stereoselective reduction of the "unnatural substrate" ethyl acetoacetate 1. The
ketone functionality in 1 will be converted into an alcohol in the compound ethyl 3S-
hydroxybutanoate 2. This useful chiral compound is formed with a high level of enantioselectivity
following this biological reduction.
Transcribed Image Text:Experiment: Asymmetric Ketone Reduction Using a Biotransformation Info: In this experiment you will use Baker's yeast, which can be bought very cheaply from any supermarket, in the stereoselective reduction of the "unnatural substrate" ethyl acetoacetate 1. The ketone functionality in 1 will be converted into an alcohol in the compound ethyl 3S- hydroxybutanoate 2. This useful chiral compound is formed with a high level of enantioselectivity following this biological reduction.
Expert Solution
steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Knowledge Booster
Carbohydrates
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning