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Professor Matthew Gaunt

Portrait of mjg32

New Catalytic 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

Enantioselective Copper-Catalyzed Arylation-driven Semi-Pinacol Rearrangement of Allylic Alcohols with Diaryliodonium Salts
DH Lukamto, MJ Gaunt
– Journal of the American Chemical Society
(2017)
Enantioselective Copper-Catalyzed Arylation-Driven Semipinacol Rearrangement of Tertiary Allylic Alcohols with Diaryliodonium Salts.
DH Lukamto, MJ Gaunt
– Journal of the American Chemical Society
(2017)
139,
9160
Palladium-catalyzed enantioselective C-H activation of aliphatic amines using chiral anionic BINOL-phosphoric acid ligands
AP Smalley, JD Cuthbertson, MJ Gaunt
– Journal of the American Chemical Society
(2017)
139,
1412
Cobalt-catalysed C-H carbonylative cyclisation of aliphatic amides.
P Williamson, A Galván, MJ Gaunt
– Chem. Sci.
(2017)
8,
2588
A general catalytic β-C-H carbonylation of aliphatic amines to β-lactams.
D Willcox, BGN Chappell, KF Hogg, J Calleja, AP Smalley, MJ Gaunt
– Science
(2016)
354,
851
Enantioselective Cu-Catalyzed Arylation of Secondary Phosphine Oxides with Diaryliodonium Salts toward the Synthesis of P-Chiral Phosphines
R Beaud, RJ Phipps, MJ Gaunt
– Journal of the American Chemical Society
(2016)
138,
13183
Continuous-Flow Synthesis and Derivatization of Aziridines through Palladium-Catalyzed C(sp 3 )−H Activation
J Zakrzewski, AP Smalley, MA Kabeshov, MJ Gaunt, AA Lapkin
– Angewandte Chemie International Edition (English)
(2016)
128,
9024
Continuous-Flow Synthesis and Derivatization of Aziridines through Palladium-Catalyzed C(sp 3 )−H Activation
J Zakrzewski, AP Smalley, MA Kabeshov, MJ Gaunt, AA Lapkin
– Angew Chem Int Ed Engl
(2016)
55,
8878
The total synthesis of K-252c (staurosporinone) via a sequential C-H functionalisation strategy.
JC Fox, RE Gilligan, AK Pitts, HR Bennett, MJ Gaunt
– Chem. Sci.
(2016)
7,
2706
Rapid Generation of Complex Molecular Architectures by a Catalytic Enantioselective Dearomatization Strategy
AE Williamson, T Ngouansavanh, RDM Pace, AE Allen, JD Cuthbertson, MJ Gaunt
– Synlett
(2016)
27,
116
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Research Group

Research Interest Groups

Telephone number

01223 336318
36364 (shared)

Email address

mjg32@cam.ac.uk