Reprint of: Synthesis of a tricyclic core of rameswaralide |
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| Authors: | Barry M Trost Hien M NguyenChristopher Koradin |
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| Institution: | a Department of Chemistry, Stanford University, Stanford, CA 94305, USA
b Department of Chemistry, University of Iowa, Iowa City, IA 52242, USA |
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| Abstract: | A tricyclic core containing a 5,7-fused bicyclic unit of rameswaralide was prepared starting from a 1,6-enyne. The synthetic sequence involved (i) ruthenium-catalyzed 5+2]-cycloaddition of 1,6-enyne, (ii) an acyl radical based approach to construct the lactone, and (iii) a regioselective installation of the conjugated double bond by a concomitant sulfenylation-dehydrosulfenylation sequence. |
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| Keywords: | Ruthenium Cycloaddition The fused bicyclic system Reductive radical cyclization Total synthesis |
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