A Data Science-Guided Approach for the Development of Nickel-Catalyzed Homo-Diels–Alder Reactions

We acknowledge the financial support from the NSF under the CCI Center for Computer Assisted Synthesis (C-CAS) (CHE-2202693) for work completed in the Sigman and Reisman laboratories. The support and resources from the Center for High Performance Computing (CHPC) at the University of Utah are gratefully acknowledged. NMR results included in this report were recorded at the David M. Grant NMR Center, a University of Utah Core Facility. Funds for construction of the Center and the helium recovery system were obtained from the University of Utah and the National Institutes of Health awards 1C06RR017539-01A1 and 3R01GM063540-17W1, respectively. NMR instruments were purchased with support of the University of Utah and the National Institutes of Health award 1S10OD25241-01. We thank Dr. Eugene Kwon (Merck) for helpful discussions regarding the natural abundance ¹³C KIE experiments. We gratefully acknowledge Dr. Scott Virgil and the Caltech Center for Catalysis and Chemical Synthesis for access to analytical equipment. We thank the Dow Next Generation Educator Funds and Instrumentation Grants for their support of the Beckman Institute X-ray Crystallography Facility at Caltech, as well as the Caltech CCE NMR facility and Multiuser Mass Spectrometry Laboratory. We thank Dr. Michael K. Takase for assistance with X-ray crystallography. We thank Jeff Kerkovius (Caltech) for early discussions and ideas related to this project.