Publications

Publications as PI:

‘Diastereoselective Synthesis of γ‐Lactones through Reaction of Sulfoxonium Ylides, Aldehydes and Ketenes: Substrate Scope and Mechanistic Studies’, N. Peraino, M. Mondal, H.-J. Ho, A. Beuque, E. Viola, M. Gary, K. Wheeler, N. J. Kerrigan, Eur. J. Org. Chem. 2020, Accepted Manuscript, https://doi.org/10.1002/ejoc.202001233

‘Mechanistic Investigations of the Pd‐Catalyzed Hydrogenolysis of Ketene Heterodimer β‐Lactones’, M. Panda, M. Mondal, S. Chen, A. A. Ibrahim, D. J. Twardy,  N. J. Kerrigan, Eur. J. Org. Chem. 2020, Accepted Manuscript, https://doi.org/10.1002/ejoc.202000976

‘Asymmetric Synthesis of Cyclopentanones through Dual Lewis Acid-Catalysed [3 + 2]-Cycloaddition of Donor-Acceptor Cyclopropanes with Ketenes’, M. Mondal, M. Panda, N. Davis, V. McKee, N. J. Kerrigan, Chem. Commun. 2019, 55, 13558-13561. https://doi.org/10.1039/C9CC07477E

‘Asymmetric Synthesis of Tetrahydrofurans through Palladium(0)-Catalyzed [3 + 2]-Cycloaddition of Vinylcyclopropanes with Ketenes’, M. Mondal, M. Panda, V. McKee, N. J. Kerrigan, J. Org. Chem. 2019, 84, 11983-11991.  https://doi.org/10.1021/acs.joc.9b01854

‘Recent developments in vinylsulfonium and vinylsulfoxonium salt chemistry’, M. Mondal, S. Chen, N. J. Kerrigan, Molecules, 2018, 23, 738. https://doi.org/10.3390/molecules23040738

‘Asymmetric synthesis of γ-lactones through Koga amine-controlled addition of enediolates to α,β-unsaturated sulfoxonium salts’, N. J. Peraino, S. H. Kaster, K. A. Wheeler, N. J. Kerrigan, J. Org. Chem., 82, 606-615, 2017. https://pubs.acs.org/doi/abs/10.1021/acs.joc.6b02622

‘Alkaloid-catalyzed enantioselective [3 + 2] cycloaddition of ketenes and azomethine imines’, M. Mondal, K. A. Wheeler, N. J. Kerrigan, Org. Lett., 18, 4108-4111, 2016.

‘Catalytic asymmetric synthesis of ketene heterodimer β-lactones: scope and limitations’, S. Chen, A. A. Ibrahim, N. J. Peraino, D. Nalla, M. Mondal, M. Van Raaphorst, N. J. Kerrigan, J. Org. Chem., 81, 7824-7837, 2016.

‘Asymmetric synthesis of dipropionate derivatives through catalytic hydrogenation of enantioenriched E-ketene heterodimers’, S. Chen, M. Mondal, A. A. Ibrahim, K. A. Wheeler, N. J. Kerrigan, Synthesis, 48, 2619-2626, 2016.

‘Phosphine-catalyzed synthesis of β-lactones from ketenes and chiral β-oxyaldehydes’, S. Chen, M. Mondal, M. P. Adams, K. A. Wheeler, N. J. Kerrigan, Tetrahedron Lett., 56, 6421-6424, 2015.

‘Asymmetric synthesis of deoxypropionate derivatives via catalytic hydrogenolysis of enantioenriched Z-ketene heterodimers’, S. Chen, A. A. Ibrahim, M. Mondal, A. J. Magee, A. J. Cruz, K. A. Wheeler, N. J. Kerrigan, Org. Lett., 17, 3248-3251, 2015.

‘Diastereoselective synthesis of γ-lactones through reaction of enediolates with α,β-unsaturated sulfoxonium salts’, N. J. Peraino, K. A. Wheeler, N. J. Kerrigan, Org. Lett., 17, 1735-1737, 2015.

‘Phosphine-catalyzed diastereoselective synthesis of β-lactones from disubstituted ketenes and a-chiral oxyaldehydes’, M. Mondal, S. Chen, N. Othman, K. A. Wheeler, N. J. Kerrigan, J. Org. Chem., 80, 5789-5794, 2015.

‘Phosphine-catalyzed asymmetric synthesis of β-lactones from disubstituted ketenes and aldehydes’, S. Chen, M. Mondal, A. A. Ibrahim, K. A. Wheeler, N. J. Kerrigan, J. Org. Chem., 79, 4920-4929, 2014.

‘Asymmetric synthesis of γ-lactones through reaction of sulfoxonium ylides, aldehydes and ketenes’, N. J. Peraino, H.-J. Ho, M. Mondal, N. J. Kerrigan, Tetrahedron Lett., 55, 4260-4263, 2014.

‘Regioselective synthesis of highly substituted enol esters from ketoketene dimer β-lactones’, E. C. Salo, K. R. Dayak, J. Huxford, P.-H. Wei, N. J. Peraino, N. J. Kerrigan, Arkivoc, 285-295, 2014.

‘Diastereoselective reaction of sulfoxonium ylides, aldehydes and ketenes: An Approach to trans-γ-Lactones’, M. Mondal, H.-J. Ho, N. J. Peraino, M. A. Gary, K. A. Wheeler, N. J. Kerrigan, J. Org. Chem., 78, 4587-4593, 2013.

‘Diastereoselective formation of β-hydroxyketones by the reduction of ketene dimers’, P.-H. Wei, M. A. Gary, D. Nalla, G. D. Harzmann, A. A. Ibrahim, K. R. Dayak, N. J. Kerrigan, Tetrahedron Lett., 54, 932-935, 2013.

6′-Methoxy-(8S,9R)-Cinchonan-9-yl N-tert-butoxycarbonyl-2-pyrrolidinecarboxylate.’ N. J. Peraino, N. J. Kerrigan, Electronic Encyclopedia of Reagents for Organic Synthesis, 2013.

‘Catalytic asymmetric heterodimerization of ketenes’, A. A. Ibrahim, D. Nalla, M. Van Raaphorst, N. J. Kerrigan, J. Am. Chem. Soc., 134, 2942-2945, 2012. (subject of highlight article in Angew. Chem. Int. Ed. 2012, 51, 8696-8698).

‘BINAPHANE-catalyzed asymmetric synthesis of trans-β-lactams from disubstituted ketenes and N-tosyl arylimines’, S. Chen, E. C. Salo, K. A. Wheeler, N. J. Kerrigan, Org. Lett., 14, 1784-1787, 2012.

‘Tertiary amine and phosphine-catalyzed reactions of ketenes and a-halo ketones.’ S. Chen, E. C. Salo, N. J. Kerrigan, Chapter 1.1.10, in Science of Synthesis Reference Library, Asymmetric Organocatalysis, Vol. 1, Lewis Base and Acid Catalysts; Edited by Benjamin List, Thieme: Stuttgart, 2012; Chapter 1.1.10, p 455-496.

‘Phosphine-catalyzed asymmetric synthesis of β-lactones from arylketoketenes and aromatic aldehydes’, M. Mondal, A. A. Ibrahim, K. A. Wheeler, N. J. Kerrigan, Org. Lett., 12, 1664-1667, 2010.

‘Josiphos-catalyzed asymmetric homodimerization of ketoketenes’, A. A. Ibrahim, P.-H. Wei, G. D. Harzmann, N. J. Kerrigan, J. Org. Chem., 75, 7901-7904, 2010.

‘Mechanistic studies of the phosphine-catalyzed homodimerization of ketoketenes’, P.-H. Wei, A. A. Ibrahim, M. Mondal, D. Nalla, G. D. Harzmann, F. A. Tedeschi, K. A. Wheeler, N. J. Kerrigan, Tetrahedron Lett., 51, 6690-6694, 2010.

‘Bergman Cyclization.’ N. J. Kerrigan, Chapter 4.2, p 209-221. Name Reactions for Carbocyclic Ring Formations. Edited by J. J. Li, Wiley & Sons: New Jersey, 2010.

‘Bradsher reaction.’ M. Mondal, N. J. Kerrigan, Chapter 4.5, p 251-266. Name Reactions for Carbocyclic Ring Formations. Edited by J. J. Li, Wiley & Sons: New Jersey, 2010.

‘Synthesis of 1,3-diketones through ring-opening of ketoketene dimer β-lactones.’ A. A. Ibrahim, S. M. Smith, S. Henson, N. J. Kerrigan, Tetrahedron Lett., 50, 6919-6922, 2009.

‘Organocatalytic dimerization of ketoketenes.’ A. A. Ibrahim, G. D. Harzmann, N. J. Kerrigan, J. Org. Chem., 74, 1777-1780, 2009.

Update to ‘Chromium(II) acetate.’ T. Ray, N. J. Kerrigan, Electronic Encyclopedia of Reagents for Organic Synthesis, 2008.

Publications as a Postdoctoral research associate and as a Ph.D. student:

N. J. Kerrigan, C. J. Bungard, S. G. Nelson. ‘Pd(II)-catalyzed aliphatic Claisen rearrangements of acyclic allyl vinyl ethers.’  Tetrahedron 2008, 64, 6863–6869.

N. J. Kerrigan, H. Müller-Bunz, D. G. Gilheany. ‘Salen ligands derived from trans-1,2-dimethyl-1,2-cyclohexanediamine: preparation and application in oxo-chromium salen mediated asymmetric epoxidation of alkenes.’  J. Mol. Catal. A: Chemical 2005, 227, 163-172.

N. J. Kerrigan, T. Upadhyay, D. J. Procter. ‘The samarium(II)-mediated intermolecular couplings of ketones and beta-alkoxyacrylates: a short asymmetric synthesis of an antifungal gamma-butyrolactone.’ Tetrahedron Lett. 2004, 45, 9087-9090.

N. J. Kerrigan, P. C. Hutchison, T. D. Heightman, D. J. Procter. Development of a solid-phase, asymmetric ‘resin-capture-release’ process: application of an ephedrine chiral resin in an approach to gamma-butyrolactones. Organic and Biomolecular Chemistry 2004, 2, 2476-2482.

N. J. Kerrigan, E. C. Dunne, D. Cunningham, P. McArdle, K. Gilligan, D. G. Gilheany. ‘Studies in the preparation of novel P-chirogenic binaphthyl monophosphanes (MOPs).’ Tetrahedron Lett. 2003, 44, 8461-8465.

N. J. Kerrigan, P. C. Hutchison, T. D. Heightman, D. J. Procter. Application of an ephedrine chiral linker in a solid-phase, ‘asymmetric catch-release’ approach to gamma-butyrolactones.  Chem. Commun. 2003, 1402-1403.

N. J. Kerrigan, I. J. Langan, C. T. Dalton, A. M. Daly, C. Bousquet, D. G. Gilheany. ‘Asymmetric alkene epoxidation with chromium oxo salen complexes. Effect of added phosphoryl ligands.’  Tetrahedron Lett. 2002, 43, 2107-2110.

C. P. O’Mahony, E. M. McGarrigle, M. F. Renehan, K. M. Ryan, N. J. Kerrigan, C. Bousquet, D. G. Gilheany. ‘Asymmetric Alkene Epoxidation with Chromium Oxo Salen Complexes.  A Systematic Study of Salen Ligand Substituents.’  Org. Lett. 2001, 3, 3435-3438.