Enantioselective total synthesis of (-)-citrinadin A and revision of its stereochemical structure.

@article{Bian2013EnantioselectiveTS,
  title={Enantioselective total synthesis of (-)-citrinadin A and revision of its stereochemical structure.},
  author={Zhiguo Bian and C. C. Marvin and Stephen F Martin},
  journal={Journal of the American Chemical Society},
  year={2013},
  volume={135 30},
  pages={
          10886-9
        }
}
The first enantioselective total synthesis of (-)-citrinadin A has been accomplished in 20 steps from commercially available materials via an approach that minimizes refunctionalization and protection/deprotection operations. The cornerstone of this synthesis features an asymmetric vinylogous Mannich addition of a dienolate to a chiral pyridinium salt to set the initial chiral center. A sequence of substrate-controlled reactions, including a highly stereoselective epoxidation/ring-opening… Expand
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