Concise synthesis of the neo-clerodane skeleton of teucrolivin A using a pericyclic reaction cascade |
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Authors: | Arns Steve Barriault Louis |
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Institution: | Department of Chemistry, 10 Marie-Curie, University of Ottawa, Ottawa, Ontario, Canada K1N 6N5. |
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Abstract: | Herein, we describe the synthesis of advanced intermediate 39 on the path towards the total synthesis of teucrolivin A (3) in 16 steps from commercially available 1,3-cyclohexadiene. We have constructed the trans-decalin core of the natural product 3 as a single diastereomer using a tandem oxy-Cope/Claisen/ene cascade and in doing so have incorporated sufficient functionality to allow completion of the total synthesis. |
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