1. Total synthesis of decarboxyaltenusin
- Author
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Marco Reinhardt, Anna Meschkov, Lucas Warmuth, Ute Schepers, Aaron Weis, and Joachim Podlech
- Subjects
Life sciences ,biology ,Longest linear sequence ,010402 general chemistry ,01 natural sciences ,Full Research Paper ,lcsh:QD241-441 ,chemistry.chemical_compound ,Suzuki reaction ,lcsh:Organic chemistry ,ddc:570 ,mycotoxins ,Organic chemistry ,lcsh:Science ,010405 organic chemistry ,Chemistry ,Organic Chemistry ,Total synthesis ,boronates ,0104 chemical sciences ,biaryls ,Yield (chemistry) ,lcsh:Q ,Suzuki coupling ,Derivative (chemistry) ,polyketides - Abstract
The total synthesis of decarboxyaltenusin (5’-methoxy-6-methyl-[1,1’-biphenyl]-3,3’,4-triol), a toxin produced by various mold fungi, has been achieved in seven steps in a yield of 31% starting from 4-methylcatechol and 1-bromo-3,5-dimethoxybenzene, where the longest linear sequence consists of five steps. The key reaction was a palladium-catalyzed Suzuki coupling of an aromatic boronate with a brominated resorcin derivative.
- Published
- 2021
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