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Issue 19, 2003
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Synthesis of (+)-nocardione A — use of formal radical cyclization onto a benzene ring

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Abstract

Juglone (7) was converted into enone 13; this underwent radical cyclization to afford 15, which was aromatized to 16 and elaborated into (+)-nocardione A (1), the enantiomer of the naturally-occurring tyrosine phosphatase inhibitor (−)-nocardione A (2).

Graphical abstract: Synthesis of (+)-nocardione A — use of formal radical cyclization onto a benzene ring

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Article information


Submitted
11 Jul 2003
Accepted
08 Aug 2003
First published
21 Aug 2003

Chem. Commun., 2003, 2464-2465
Article type
Communication

Synthesis of (+)-nocardione A — use of formal radical cyclization onto a benzene ring

D. L. J. Clive and S. P. Fletcher, Chem. Commun., 2003, 2464
DOI: 10.1039/B307937F

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