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Issue 37, 2016
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Total synthesis of cananginone C and structural revision of debilisone A

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Abstract

A short, convergent and general strategy for stereoselective total synthesis of biologically active α-substituted γ-hydroxymethyl γ-lactone based natural products cananginone C and debilisone A has been developed. The salient features of this synthesis include Cadiot–Chodkiewicz coupling, Evans allylation, Sharpless asymmetric dihydroxylation and γ-lactonization. The originally proposed structure of debilisone A has been revised.

Graphical abstract: Total synthesis of cananginone C and structural revision of debilisone A

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Supplementary files

Article information


Submitted
03 Aug 2016
Accepted
22 Aug 2016
First published
22 Aug 2016

Org. Biomol. Chem., 2016,14, 8789-8799
Article type
Paper

Total synthesis of cananginone C and structural revision of debilisone A

T. K. Kuilya and R. K. Goswami, Org. Biomol. Chem., 2016, 14, 8789
DOI: 10.1039/C6OB01671E

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