2026-09-22T01:22:23Z https://www.ideals.illinois.edu/oai-pmh

oai:www.ideals.illinois.edu:2142/125745 2026-02-03 col_2142_5131 col_2142_14789 com_2142_5130 com_2142_14788 com_2142_8903

application/pdf en text Submission published under a 24 month embargo labeled 'Closed Access', the embargo will last until 2026-08-01 The student, Wesley Wang, accepted the attached license on 2024-05-13 at 12:20. The student, Wesley Wang, submitted this Dissertation for approval on 2024-05-13 at 12:23. This Dissertation was approved for publication on 2024-06-06 at 10:26. DSpace SAF Submission Ingestion Package generated from Vireo submission #20790 on 2025-02-04 at 21:24:50 Expanding automated modular small molecule synthesis Wang, Wesley 2024-06-06 Burke, Martin D Burke, Martin D Denmark, Scott E Sarlah, David Schroeder, Charles M Tida Boronate Cross-coupling Iterative Modular Automation eng Small molecules are incredibly diverse, yet, accessing them is often challenging due to their complexity. Iterative cross-coupling has tremendous potential to simplify the synthesis of small molecules via repetitive connections. Recently, tremendous strides have been made towards the development of better systems for iterative cross-coupling. In this thesis, we discuss how the new TIDA boronate improves and expands accessible iterative cross-coupling space. The increased tolerance of TIDA boronates towards reaction conditions enables compatibility with superior Suzuki cross-coupling reactions that speed up automated small molecule synthesis by 10-fold. In addition, TIDA boronates enable access to previously incompatible Csp3 cross-coupling reactions, allowing for important classes of small molecules to be synthesized iteratively. 2024-08 Thesis https://hdl.handle.net/2142/125745 Copyright 2024 Wesley Wang Chemistry Chemistry University of Illinois at Urbana-Champaign Ph.D. Dissertation