Publications by authors named "Scott W Niman"

We designed and executed an expedient synthesis of a complex analogue of the potent immunosuppressive natural product brasilicardin A. Our successful synthesis featured application of our recently developed MHAT-initiated radical bicyclization, which delivered the targeted, complex analogue in 17 steps in the longest linear sequence. Unfortunately, this analogue showed no observable immunosuppressive activity, which speaks to the importance of the structural and stereochemical elements of the natural core scaffold.

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Article Synopsis
  • - The researchers successfully revised the structure of the abietane diterpenoid plebeianiol A through a short and efficient synthesis method involving cobalt-catalyzed processes.
  • - They identified plebeianiol A as a likely precursor to another ether-bridged abietane compound, suggesting a connection in their biosynthesis.
  • - The study demonstrated that the key cyclization process works effectively whether the A-ring diol is protected as cyclic acetals or left unprotected.
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  • The enantioselective syntheses of (-)-coniine, DAB-1, and nectrisine were achieved using a combination of enzyme-catalyzed and transition metal-catalyzed reactions.
  • Initial stereocenter creation was highly efficient, achieving over 99% enantioselectivity through enzyme-catalyzed hydrocyanation.
  • Challenges with natural enzyme compatibility were addressed by incorporating ruthenium-catalyzed olefin metathesis and employing palladium-catalyzed reactions to produce the desired piperidine and pyrrolidine alkaloid products.
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