A Concise Total Synthesis of (R)-Puraquinonic Acid


  • This work was supported by the NSERC. E.A.T. thanks NSERC and FQRNT, and B.M.W. thanks NSERC for postgraduate fellowships.


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Distant relative: The configuration of the quaternary stereocenter in puraquinonic acid (see scheme, right) is defined by groups far removed from the point of asymmetry. The use of a bicyclic thioglycolate lactam to set the quaternary stereocenter at an early stage cuts the length of the synthesis of the natural product by nearly two thirds.