Module Details

The information contained in this module specification was correct at the time of publication but may be subject to change, either during the session because of unforeseen circumstances, or following review of the module at the end of the session. Queries about the module should be directed to the member of staff with responsibility for the module.
Title ASYMMETRIC CATALYSIS FOR ORGANIC AND PHARMACEUTICAL
Code CHEM496
Coordinator Prof J Xiao
Chemistry
J.Xiao@liverpool.ac.uk
Year CATS Level Semester CATS Value
Session 2014-15 M Level Second Semester 7.5

Aims

To introduce students to the main aspects of asymmetric catalysis and its application in synthetic organic chemistry.


Learning Outcomes

  • An understanding of the importance of asymmetric catalysis.
  • An understanding of the fundamental principles and mechanisms of asymmetric catalysis.
  • An understanding of the applications of asymmetric catalysis in fine chemicals and pharmaceutical synthesis.  
  • An opportunity to consider new developments in the field, especially those that underpin new environmentally benign processes.

Syllabus

1

1. Introduction to asymmetric catalysis

2. Asymmetric hydrogenation (ca 35%)

2.1. Hydrogenation of olefins and mechanism

2.2. Hydrogenation of carbonyls

2.3 Transfer hydrogenation of carbonyls

3. Asymmetric oxidation (ca 20%)

           3.1. Epoxidation of allyic alcohols

           3.2. Epoxidation of olefins

           3.3. Dihydroxylation of olefins

4. Asymmetric C-C bond formation (ca 30%)

           4.1. Allylic alkylation

           4.2. Heck reaction

           4.3. Cycloaddition

           4.4. Aldol reaction

5. Introduction to asymmetric organocatalysis (ca 10%)

           4.1. Strategies

           4.2. Examples


Teaching and Learning Strategies

Lectures

Lectures and examples.


Teaching Schedule

  Lectures Seminars Tutorials Lab Practicals Fieldwork Placement Other TOTAL
Study Hours 18

          18
Timetable (if known)              
Private Study 57
TOTAL HOURS 75

Assessment

EXAM Duration Timing
(Semester)
% of
final
mark
Resit/resubmission
opportunity
Penalty for late
submission
Notes
Unseen  2 hours  semester 2  100  Yes  Standard UoL penalty applies  August resit for PGT students if applicable. Integrated Master's students resit at the next normal opportunity.  
CONTINUOUS Duration Timing
(Semester)
% of
final
mark
Resit/resubmission
opportunity
Penalty for late
submission
Notes
             

Recommended Texts

Asymmetric Catalysis in Organic Synthesis, Ryoji Noyori

Catalytic Asymmetric Synthesis, edited by Iwao Ojima

Principles and Applications of Asymmetric Synthesis, Guo-Qiang Lin, Yue-Ming Li, Albert S.C. Chan

Asymmetric Catalysis on Industrial Scale: Challenges, Approaches And Solutions, edited by Hans-Urlich Blaser And Elke Schmidt.

Comprehensive Asymmetric Catalysis, edited by Eric N. Jacobsen, Andreas Pfaltz, and Hisashi Yamamoto

Asymmetric Organocatalysis: From Biomimetic Concepts to Applications in Asymmetric Synthesis, Albrecht Berkessel, Harald Gröger