Advanced Organic Chemistry 2 (Synthetic Organic Chemistry)

Module summary

Module code: CHEM1103
Level: 6
Credits: 15
School: Engineering and Science
Department: Science
Module Coordinator(s): Adrian Dobbs

Specification

Pre and co requisites

CHEM1030; CHEM1034, CHEM1102.

Aims

To extend student’s knowledge of synthetic organic chemistry
• To introduce students to organo-main group, organometallic and organo-tranisition metal chemistry
• To revise oxidation and reduction reactions and introduce stereocontrol within these reactions; the requirement for protecting group strategies.
• acquaint students with the synthon-disconnection approach to organic synthesis
• To provide students with a fundamental understanding of stereochemical control in organic synthesis and the methods of synthesising chiral target molecules
• To provide students with the retrosynthetic strategies needed to devise routes for the synthesis of complex acyclic, carbocyclic and heterocyclic target compounds

Learning outcomes

On successful completion of this module a student will be able to:
1. Recognise the need for strategy and selectivity (chemo, region and stereo) in synthesis
Utilise organometallic chemistry and protecting group strategy in planning the synthesis of complex target compounds.
Devise routes to complex targets using REDOX and protecting group strategies
2. Understand and apply the reactions of organo-main group and organo-transition metal reagents in synthesis.
3. Analyse target compounds by retrosynthetic strategy to devise suitable anionic, cationic and radical synthons; recognise the relationship between synthons and the appropriate chemical reagents used in the laboratory.
4. Understand the methods of stereochemical control used in the synthesis of a range of chiral target compounds.

Indicative content

The focus of the module is on strategy and selectivity in synthesis.
• Oxidation and reduction reactions in synthesis; the use of protecting groups.
• Organomain group chemistry (primarily focussing on Si, B, S, Se)
• Organotransition metal chemistry
• Synthon-disconnection approach: retrosynthetic steps, disconnections, functional group interconversion, synthons, synthetic equivalents.
• Case studies: will be used throughout to illustrate the reactions and strategy being studied; retrosynthetic analysis of appropriate target molecules from the field of natural products and commercially important pharmaceuticals and agrochemicals.