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Biomimetically Inspired Synthesis of Exotine A
Lance T Lepovitz1, Stephen F Martin2
1Department of Molecular Biosciences , The University of Texas at Austin , Austin , Texas 78712 , United States.
Abstract:
Exotine A, which comprises an unusual coumarin-cyclohepta[ b]indole ring system, has been synthesized for the first time in a one-pot process from known starting materials. The key step features a biomimetically inspired combination of three components to deliver exotine A and 11'- epi-exotine A in 43% yield and 17:1 diastereomeric ratio. Some mechanistic aspects of this reaction are discussed.
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