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Professor Matthew Gaunt

Portrait of mjg32

New Cayalytic Strategies for Chemical Synthesis

Despite the changing face of chemistry, the importance of synthesis - the ability to generate molecules in a controlled fashion - has not diminished. However, the increasingly complex synthetic problems being posed by nature, medicine and materials demand new reactivity concepts and strategies in order to meet these challenges.

 

Our group is interested in the development of new catalytic strategies for chemical synthesis that engage novel reactivity concepts to enable the rapid generation of architecturally complex molecules and natural products. One of our key aims is to be able to construct natural products from simple building blocks in a single step, without the need for reactivity inducing functional groups and with the ability to control the stereochemistry.

In this way, we hope to be able to develop a chemo-catalytic equivalent to Nature's biosynthetic machinery that will enable us to build any molecule we want. Our approach to this is focussed on three main research programmes:

(A) metal catalyzed C-H bond functionalization,

(B) catalytic asymmetric synthesis using small molecule organic catalysts,

(C) cascade strategies for natural product synthesis.

In addition to this, many of the molecules that we are able to synthesise have interesting biological properties, and so we are also able to develop chemical biology applications from our synthetic chemistry projects.

Publications

Cu-catalyzed cascades to carbocycles: union of diaryliodonium salts with alkenes or alkynes exploiting remote carbocations.
F Zhang, S Das, AJ Walkinshaw, A Casitas, M Taylor, MG Suero, MJ Gaunt – Journal of the American Chemical Society (2014) 136, 8851
Palladium-catalysed C-H activation of aliphatic amines to give strained nitrogen heterocycles.
A McNally, B Haffemayer, BS Collins, MJ Gaunt – Nature (2014) 510, 129
Palladium-catalysed C-H activation of aliphatic amines to give strained nitrogen heterocycles
A McNally, B Haffemayer, BSL Collins, MJ Gaunt – Nature (2014) 510, 129
Copper-catalyzed carboarylation of alkynes via vinyl cations
AJ Walkinshaw, W Xu, MG Suero, MJ Gaunt – Journal of the American Chemical Society (2013) 135, 12532
Copper-catalyzed intramolecular electrophilic carbofunctionalization of allylic amides.
E Cahard, N Bremeyer, MJ Gaunt – Angew Chem Int Ed Engl (2013) 52, 9284
Copper-Catalyzed Arylative Meyer-Schuster Rearrangement of Propargylic Alcohols to Complex Enones Using Diaryliodonium Salts
BS Collins, MG Suero, MJ Gaunt – Angew Chem Int Ed Engl (2013) 52, 5799
Functionalization of amines using palladium-catalyzed C-H activation
A McNally, B Haffemayer, BSL Collins, MJ Gaunt – ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY (2013) 245
Copper-catalyzed electrophilic carbofunctionalization of alkynes to highly functionalized tetrasubstituted alkenes.
MG Suero, ED Bayle, BS Collins, MJ Gaunt – Journal of the American Chemical Society (2013) 135, 5332
Organocatalytic C-H bond arylation of aldehydes to bis-heteroaryl ketones
QY Toh, A McNally, S Vera, N Erdmann, MJ Gaunt – Journal of the American Chemical Society (2013) 135, 3772
Oxidative Dearomatization and Organocatalytic Desymmetrization
AE Williamson, MJ Gaunt – Asymmetric Synthesis II: More Methods and Applications (2013) 383
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Research Group

Research Interest Group

Telephone number

01223 336364 (shared)
01223 336318

Email address

mjg32@cam.ac.uk