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 Chemistry
Code CHEM496
Coordinator Professor J Xiao
Chemistry
J.Xiao@liverpool.ac.uk
Year CATS Level Semester CATS Value
Session 2021-22 Level 7 FHEQ Second Semester 7.5

Pre-requisites before taking this module (or general academic requirements):

 

Aims

The aim of the module is to introduce students to the main aspects of asymmetric catalysis and its application in synthetic organic chemistry. Students will gain:
• 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 introduce new concepts and/or underpin new environmentally benign processes.


Learning Outcomes

(LO1) An understanding of the importance of asymmetric catalysis in chemical synthesis.

(LO2) An understanding of the fundamental principles and mechanisms of asymmetric catalysis.

(LO3) A grasp of the various aspects of asymmetric catalysis ranging from metal-catalysed redox reactions through kinetic resolution to oranocatalytic C-C bond formation.

(LO4) An understanding of the applications of asymmetric catalysis in fine chemicals and pharmaceutical synthesis.

(LO5) An ability to evaluate the experimental evidence for and against a proposed mechanism for an asymmetric catalytic reaction

(LO6) An ability to propose a rational synthetic pathway for a specific chiral molecule

(LO7) An ability to propose a likely mechanism for a new asymmetric catalytic reaction.

(LO8) An opportunity to consider new developments in the field, especially those that feature new concepts and/or underpin new environmentally benign processes.

(S1) Students will develop their chemistry-related cognitive abilities and skills, ie abilities and skills relating to intellectual tasks, including problem-solving as required by the Chemistry subject benchmark statement. In particular, at master's level, they will gain the ability to adapt and apply methodology to the solution of unfamiliar problems.


Teaching and Learning Strategies

Teaching will be delivered in 15 lectures accompanied by 3 workshops. The assessment will be split into two parts, one term-end online exam and one coursework after Easter.
Suggested workshop time: weeks 5, 9 and 12

15 lectures, accompanied by 3 tutorials sessions.


Syllabus

 

1. Introduction to asymmetric catalysis

2. Asymmetric hydrogenation
2.1. Hydrogenation of olefins
2.2. Hydrogenation of carbonyls
2.3. Transfer hydrogenation of carbonyls

3. Asymmetric oxidation
3.1. Epoxidation of allyic alcohols
3.2. Epoxidation of olefins
3.3. Dihydroxylation of olefins

4. Asymmetric C-C bond formation
4.1. Allylic alkylation
4.2. Heck reaction
4.3. Cycloaddition
4.4. Aldol reaction

5. Introduction to asymmetric organocatalysis

6. Kinetic resolution

7. Dynamic kinetic resolution


Recommended Texts

Reading lists are managed at readinglists.liverpool.ac.uk. Click here to access the reading lists for this module.

Teaching Schedule

  Lectures Seminars Tutorials Lab Practicals Fieldwork Placement Other TOTAL
Study Hours 15

        3

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
time-controlled online examination  2 hours and 1 hour f    80       
CONTINUOUS Duration Timing
(Semester)
% of
final
mark
Resit/resubmission
opportunity
Penalty for late
submission
Notes
written coursework standard UoL penalty applies for late submission. assessment schedule: semester 2  assessed coursework    20