Enantioselective Synthesis of Sealutomicin C.

J Am Chem Soc

Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, U.K.

Published: July 2024

The sealutomicins are a family of anthraquinone antibiotics featuring an enediyne (sealutomicin A) or Bergman-cyclized aromatic ring (sealutomicins B-D). Herein we report the development of an enantioselective organocatalytic method for the synthesis of dihydroquinolines and the use of the developed method in the total synthesis of sealutomicin C which features a transannular cyclization of an aryllithium onto a γ-lactone as a second key step.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11228992PMC
http://dx.doi.org/10.1021/jacs.4c02969DOI Listing

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