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Issue 16, 2015
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First enantioselective total synthesis and configurational assignments of suberosenone and suberosanone as potential antitumor agents

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Abstract

The first enantioselective total syntheses of two marine sesquiterpenes (1R)-suberosenone and (1R)-suberosanone are achieved leading to revision of the AC of natural (1S)-suberosanone. Key elements of the synthesis include hyperbaric asymmetric Michael addition and highly efficient silver trifluoroacetate mediated α-alkylation for the formation of ring A.

Graphical abstract: First enantioselective total synthesis and configurational assignments of suberosenone and suberosanone as potential antitumor agents

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Publication details

The article was received on 16 Dec 2014, accepted on 19 Jan 2015 and first published on 19 Jan 2015


Article type: Communication
DOI: 10.1039/C4CC10041G
Citation: Chem. Commun., 2015,51, 3458-3461
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    First enantioselective total synthesis and configurational assignments of suberosenone and suberosanone as potential antitumor agents

    M. Kousara, A. Ferry, F. Le Bideau, K. L. Serré, I. Chataigner, E. Morvan, J. Dubois, M. Chéron and F. Dumas, Chem. Commun., 2015, 51, 3458
    DOI: 10.1039/C4CC10041G

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