Tubulysin Synthesis Featuring Stereoselective Catalysis and Highly Convergent Multicomponent Assembly
T. M. Vishwanatha, Ben N. G. Giepmans, Sayed K. Goda, Alexander Dömlingꝉ
Abstract
) has been accomplished in 18 steps in an overall yield of up to 30%. Our work highlights the complexity-augmenting and route-shortening power of diastereoselective multicomponent reaction (MCR) as well as the role of bulky ligands to perfectly control both the regioselective and diastereoselective synthesis of tubuphenylalanine in just two steps. The total synthesis not only provides an operationally simple and step economy but will also stimulate major advances in the development of new tubulysin analogues.
Topics & Concepts
ChemistryTotal synthesisRegioselectivityYield (engineering)StereoselectivityCombinatorial chemistryConvergent synthesisModular designCatalysisStereochemistryOrganic chemistryComputer scienceProgramming languageMetallurgyMaterials scienceSynthetic Organic Chemistry MethodsChemical Synthesis and AnalysisCarbohydrate Chemistry and Synthesis