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Published October 20, 2021 | Accepted Version
Journal Article Open

Late-Stage Diversification: A Motivating Force in Organic Synthesis


Interest in therapeutic discovery typically drives the preparation of natural product analogs, but these undertakings contribute significant advances for synthetic chemistry as well. The need for a highly efficient and scalable synthetic route to a complex molecular scaffold for diversification frequently inspires new methodological development or unique application of existing methods on structurally intricate systems. Additionally, synthetic planning with an aim toward late-stage diversification can provide access to otherwise unavailable compounds or facilitate preparation of complex molecules with diverse patterns of substitution around a shared carbon framework. For these reasons among others, programs dedicated to the diversification of natural product frameworks and other complex molecular scaffolds have been increasing in popularity, a trend likely to continue given their fruitfulness and breadth of impact. In this Perspective, we discuss our experience using late-stage diversification as a guiding principle for the synthesis of natural product analogs and reflect on the impact such efforts have on the future of complex molecule synthesis.

Additional Information

© 2021 American Chemical Society. Received: August 23, 2021; Published: October 6, 2021. We acknowledge the NSF under the CCI Center for Selective C–H Functionalization (CCHF), CHE-1700982, NIH-NIGMS (R01GM127972A and R01GM080269), Caltech, and the University of Washington Tacoma for funding and support. We also thank current and former co-workers for helpful discussions and feedback on the preparation of this manuscript. The authors declare no competing financial interest.

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Additional details

August 20, 2023
October 23, 2023