Publications

26. Enantioselective Total Synthesis of ()-Finerenone using Asymmetric Transfer Hydrogenation
Andreas Lerchen, Narasimhulu Gandhamsetty, Elliot H. E. Farrar, Nils Winter, Johannes Platzek, Matthew N. Grayson* and Varinder K. Aggarwal*
Angew. Chem. Int. Ed.2020, Accepted Article

25. Density Functional Theory in the Prediction of Mutagenicity: A Perspective
Piers A. Townsend and Matthew N. Grayson*
Chem. Res. Toxicol., 2020, Article ASAP

24. Formicamycin biosynthesis involves a unique reductive ring contraction
Zhiwei Qin, Rebecca Devine, Thomas J. Booth, Elliot H. E. Farrar, Matthew N. Grayson, Matthew I. Hutchings and Barrie Wilkinson
Chem. Sci., 2020, 11, 8125

23. Photocatalytic α‐Tertiary Amine Synthesis via C–H Alkylation of Unmasked Primary Amines
Alison S. H. Ryder, William B. Cunningham, George Ballantyne, Tom Mules, Anna G. Kinsella, Jacob Turner-Dore, Catherine M. Alder, Lee J. Edwards, Blandine S. J. McKay, Matthew N. Grayson and Alexander J. Cresswell
Angew. Chem. Int. Ed.2020, 59, 14986

22. Enantioselective S‐H Insertion Reactions of α‐Carbonyl Sulfoxonium Ylides
Patrícia B. Momo, Alexandria N. Leveille, Elliot H. E. Farrar, Matthew N. Grayson, Anita E. Mattson and Antonio C. B. Burtoloso
Angew. Chem. Int. Ed.2020, 59, 15554

21. Highly Sensitive Real-Time Isotopic Quantification of Water by ATR-FTIR
Cei B. Provis-Evans, Elliot H. E. Farrar, Matthew N. Grayson, Ruth L. Webster and Alfred Hill
Anal. Chem. 2020, 92, 7500

20. Functionalized Double Strain-Promoted Stapled Peptides for Inhibiting the p53-MDM2 Interaction 
Krishna Sharma, Alexander V. Strizhak, Elaine Fowler, Wenshu Xu, Ben Chappell, Hannah F. Sore, Warren R. J. D. Galloway, Matthew N. Grayson,* Yu Heng Lau,* Laura S. Itzhaki* and David R. Spring*
ACS Omega, 2020, 5, 1157

19. Density Functional Theory Transition-State Modeling for the Prediction of Ames Mutagenicity in 1,4 Michael Acceptors
Piers A. Townsend and Matthew N. Grayson*
J. Chem. Inf. Model., 2019, 59, 5099

18. Vinylidene Homologation of Boronic Esters and its Application to the Synthesis of the Proposed Structure of Machillene
James M. Fordham, Matthew N. Grayson* and Varinder K. Aggarwal*
Angew. Chem. Int. Ed.201958, 15268

17. Mechanistic Insights into a Chiral Phosphoric Acid-Catalyzed Asymmetric Pinacol Rearrangement
Bruno N. Falcone, Matthew N. Grayson* and Juan B. Rodriguez
J. Org. Chem. 2018, 83, 14683

16. Recent Developments and Applications of the Chiral Brønsted Acid Catalyzed Allylboration of Carbonyl Compounds
Daniel M. Sedgwick, Matthew N. Grayson, Santos Fustero and Pablo Barrio
Synthesis 2018, 50, 1935

15. Mechanism and Origins of Stereoselectivity in the Cinchona Thiourea- and Squaramide-Catalyzed Asymmetric Michael Addition of Nitroalkanes to Enones
Matthew N. Grayson*
J. Org. Chem. 2017, 82, 4396

Postdoctoral and PhD publications

14. Using Transition State Modelling to Predict Mutagenicity for Michael Acceptors
Timothy E. H. Allen, Matthew N. Grayson, Jonathan M. Goodman, Steve Gutsell and Paul J. Russell
= Authors contributed equally
J. Chem. Inf. Model. 2018, 58, 1266

13. Chronology of CH···O Hydrogen Bonding from Molecular Dynamics Studies of the Phosphoric Acid-Catalyzed Allylboration of Benzaldehyde
Matthew N. Grayson,Zhongyue Yang and K. N. Houk
= Authors contributed equally
J. Am. Chem. Soc. 2017, 139, 7717

12. Cinchona Urea-Catalyzed Asymmetric Sulfa-Michael Reactions: The Brønsted Acid− Hydrogen Bonding Model
Matthew N. Grayson and K. N. Houk
J. Am. Chem. Soc. 2016, 138, 9041

11. Chiral Brønsted Acid-Catalyzed Asymmetric Allyl (propargyl) boration Reaction of ortho-Alkynyl Benzaldehydes: Synthetic Applications and Factors Governing the Enantioselectivity
Elsa Rodríguez, Matthew N. Grayson, Amparo Asensio, Pablo Barrio, K. N. Houk and Santos Fustero
ACS Catal. 2016, 6, 2506

10. Theory and Modeling of Asymmetric Catalytic Reactions
Yu-hong Lam, Matthew N. Grayson, Mareike C. Holland, Adam Simon and K. N. Houk
Acc. Chem. Res. 2016, 49, 750

9. Cinchona alkaloid-catalyzed asymmetric conjugate additions: the bifunctional Brønsted acid–hydrogen bonding model
Matthew N. Grayson and K. N. Houk
J. Am. Chem. Soc. 2016, 138, 1170
Featured in Computational Organic Chemistry and Computational Chemistry Highlights

8. Efficient biosynthesis of fungal polyketides containing the dioxabicyclo-octane ring system
Xu-Ming Mao, Zha-Jun Zhan, Matthew N. Grayson, Man-Cheng Tang, Wei Xu, Yong-Quan Li, Wen-Bing Yin, Hsiao-Ching Lin, Yit-Heng Chooi, K. N. Houk and Yi Tang
J. Am. Chem. Soc. 2015, 137, 11904

7. Ruthenium-catalyzed asymmetric hydrohydroxyalkylation of butadiene: The role of the formyl hydrogen bond in stereochemical control
Matthew N. Grayson, Michael J. Krische and K. N. Houk
J. Am. Chem. Soc. 2015, 137, 8838
Featured in Organometallic Chemistry

6. Mechanistic insights into a BINOL-derived phosphoric acid-catalyzed asymmetric Pictet-Spengler reaction
Lois M. Overvoorde, Matthew N. Grayson, Yi Luo and Jonathan M. Goodman
J. Org. Chem. 2015, 80, 2634

5. Asymmetric Boronate Addition to o-Quinone Methides: Ligand Exchange, Solvent Effects, and Lewis Acid Catalysis
Matthew N. Grayson and Jonathan M. Goodman
J. Org. Chem. 2015, 80, 2056
Selected as a Featured Article

4. Base-Mediated Cascade Rearrangements of Aryl-Substituted Diallyl Ethers
Jolene P. Reid, Catherine A. McAdam, Adam J. S. Johnston, Matthew N. Grayson, Jonathan M. Goodman and Matthew J. Cook
J. Org. Chem. 2015, 80, 1472
Featured in Natural Product Man’s blog

3. Lewis Acid Catalysis and Ligand Exchange in the Asymmetric Binaphthol-Catalyzed Propargylation of Ketones
Matthew N. Grayson and Jonathan M. Goodman
J. Org. Chem. 2013, 78, 8796

2. Understanding the Mechanism of the Asymmetric Propargylation of Aldehydes Promoted by 1,1′-Bi-2-naphthol-Derived Catalysts
Matthew N. Grayson and Jonathan M. Goodman
J. Am. Chem. Soc. 2013, 135, 6142

1. Mechanistic Insights into the BINOL-Derived Phosphoric Acid-Catalyzed Asymmetric Allylboration of Aldehydes
Matthew N. Grayson, Silvina C. Pellegrinet and Jonathan M. Goodman
J. Am. Chem. Soc. 2012, 134, 2716