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Published on: February 16, 2018
Total Synthesis of Lycopladine A and Carinatine A via a Base-Mediated Carbocyclization
Felix W W Hartrampf1, Dirk Trauner1,2
1Department of Chemistry, Ludwig-Maximilians-Universität München , Butenandtstrasse 5-13, 81377 München, Germany.
Abstract:
A concise, enantioselective synthesis of lycopladine A and carinatine A is presented. Our synthetic approach hinges on the recently developed mild carbocyclization of ynones to furnish the hydrindane core of the alkaloids. Their pyridine ring was efficiently installed using the Ciufolini method. Both heterocycles of carinatine A, a rare naturally occurring nitrone, were formed in a single operation.
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