• CHEM4123
  • AdvSynthesis for Drug Discover

  • Credits (ECTS): 5
  • Chemical and Pharmaceutical Sciences

Modules are delivered
as part of a programme.
To apply for the
programme,
see the DIT website

Module Description

The module provides details on a number of reactions that are used in modern organic synthesis with emphasis on their applications for drug discovery and natural product synthesis.

Module Aims

The aim of this module is to further expand knowledge of organic reactions and organic reaction mechanisms. It will include homogeneous transition metal catalysed reactions, asymmetric synthesis, pericyclic and rearrangement reactions. Examples of these reactions in natural product synthesis and drug discovery will be provided along with consideration of stereochemistry and retrosynthetic analysis where appropriate.

Indicative Syllabus

A selection of five laboratory sessions (each of 3 hrs) will be taken from the following:
A selection of the following will be covered in detail: The Heck reaction, Palladium catalysed cross-coupling reactions (Stille, Suzuki and Sonagashira), Activation of allylic electrophiles by palladium (0), Copper(I) catalysed Huisgens reaction, Olefin metathesis, Sharpless dihydroxylation and epoxidation, Jacobsen kinetic epoxidation, asymmetric hydrogenation, Diels-Alder reaction, [2+2] cycloaddition, 1,3-dipolar cycloaddition, sigmatropic rearrangements, electrocyclic reactions, chelotropic reactions. pinacol/semipinacol rearrangement, dienone-phenol rearrangement, benzilic acid rearrangement, Favorskii reaction, Arndt-Eistert synthesis, Baeyer Villeger reaction, Beckmann rearrangement.
Baeyer Villeger rearrangement
Beckmann rearrangement
Copper catalysed Huisgens reaction
Diels-Alder reaction
Hantzsch pyridine synthesis
Heck reaction
Purification (by flash column chromatography) and identication of an unknown
Sharpless asymmetric dihydroxylation
Sharpless asymmetric epoxidation
Synthesis of a chalcone epoxide.
Synthesis of a substituted cyclohexenone
Synthesis of tetraphenylporphyrin and its copper complex
Wittig reaction

Total Contact Teaching Hours:39

Please note that the catalogue is provided as a guide to modules in DIT. Not all modules listed will necessarily be offered every year and new modules may also be added. Information subject to change. For detail on specific programmes/modules please contact the relevant School directly.