Curriculum Mapping System
Module - CHEM3016 - Organometallic and Asymmetric Synthesis
ProgrammeSoLS - Life Sciences Modules Database (Level 3)
C720 - B.Sc. Hons. Biochemistry and Biological Chemistry (Part 2 - Compulsory)
C721 - M.Sci. Hons. Biochemistry and Biological Chemistry (Part 2 - Compulsory)
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Accrediting Bodies
Module CodeCHEM3016
Credits10
Total Credits:
 
10.00
 
Level:
 
3
 
Target Students:
 
Only Available for F100, F101, FC1R, FC17, C720, C721, GFC0, FGC0 Available to JYA/Erasmus students.
 
Summary Of Content:

Palladium catalysis in organis synthesis - Tsuji-Trost pi-allyl chemistry, Heck and Stille reaction, Suzuki, Buchwald-Hartwig and Sonagashira coupling, etc, with synthesis examples


Selectivity issues in organic synthesis Overview of reactivity principles. Synthesis of organometallics (mainly organolithiums) via metal-halogen exchange, metallation etc., including special methods of unsaturated types (Shapiro reaction, ortho-metallation) and heterosubstituted systems. Connective C=C bond formation, including Julia and Peterson olefinations (synthesis examples) and use of sulfur ylides for epoxidation and cyclopropanation. Cuprate chemistry, centred on conjugate addition-electrophilic quench sequences (regiospecfic enolates), but also including carbocupration and substitution. Protecting groups revisited, synthesis of amino acids and peptides. Stereochemistry revised, and an introduction to asymmetric synthesis, including chiral pool, chiral reagents, chial auxiliaries for enolate alkylation and amine synthesis, and catalytic asymmetric oxidation and reduction.

 
 
 
TypeLink
Moodle
 
 

To introduce students to a range of reagents and synthetic methodology, and to describe how it is applied to the synthesis of organic target molecules. How the use of protecting groups can be used to enable complex molecule synthesis. To show how modern palladium-mediated cross-coupling reactions can be used to synthesise useful organic molecules.

 
Education Aims:
 
Offering School:
 
Chemistry
 
Convenor:
 
 
 
Name
Prof Robert Andrew Stockman
 
 
 
 
Semester
Autumn UK
 
 
 
Requisites:
 
 
 
SubjectCourse Title
CHEM2002
Intermediate Organic Spectroscopy and Stereochemistry
CHEM2010
Synthesis & Spectroscopy
CHEM2013
Intermediate Synthetic Organic Chemistry
 
 
Additional Requirements:
 
 
 
Condition
Only available for students studying UG Chemistry inc Medicinal & Biological
Only available for students studying Biochemistry & Biological Chemistry
Only available for students studying Natural Sciences
 
 
Method and Frequency of Class:
 
 
 
ActivityNumber of WeeksNumber of sessionsDuration of a session
Lecture
9 weeks
2 week
1 hour
Lecture
1 week
1 week
1 hour
Tutorial
2 weeks
1 week
1 hour
Workshop
3 weeks
1 week
1 hour
 
   
 
Method of Assessment:
 
Assessment TypeWeightRequirements
Exam 1
100.00
2 Hour Written Examination. If a further re-assessment is allowed under Undergraduate Course Regulation 19, the form of the re-assessment for this module will be 100% coursework.
Exam 1
100.00
2 Hour Written Examination. If a further re-assessment is allowed under Undergraduate Course Regulation 19, the form of the re-assessment for this module will be 100% coursework.
 
   
 
Assessment Period:
 
Assessed by end of Autumn Semester
 
     
 
Learning Outcome:
 

Knowledge and Understanding: An understanding of the mechanisms, regiocontrol and stereochemical outcome of organic reactions. Intellectual Skills: The ability to predict the regiochemical and stereochemical outcome of organic reactions; and to use organometallics to create organic structures.Transferable Skills:Problem-solving and written communication skills.

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