2006SynlettRequires access

Synthesis of Pyranonaphthoquinone Antibiotics Involving the Phthalide Annulation Strategy

Norbert De Kimpe, Sven Claessens, Dashnie Naidoo, Dulcie A. Mulholland, Luc Verschaeve, Johannes van Staden

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Abstract

The synthesis of the pyranonaphthoquinone antibiotic pentalongin was performed using the phthalide annulation strategy. Annulation of the cyanophthalide onto 6H-pyran-3-one resulted in a hongconin analogue, which upon further elaboration was converted into the natural product. © Georg Thieme Verlag Stuttgart.

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What this paper is about

The synthesis of the pyranonaphthoquinone antibiotic pentalongin was performed using the phthalide annulation strategy. Annulation of the cyanophthalide onto 6H-pyran-3-one resulted in a hongconin analogue, which upon further elaboration was converted into the natural product. © Georg Thieme Verlag Stuttgart.

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Available abstract

The synthesis of the pyranonaphthoquinone antibiotic pentalongin was performed using the phthalide annulation strategy. Annulation of the cyanophthalide onto 6H-pyran-3-one resulted in a hongconin analogue, which upon further elaboration was converted into the natural product. © Georg Thieme Verlag Stuttgart.

Key concepts: Phthalide, Annulation, Chemistry, Natural product, Antibiotics, Combinatorial chemistry, Stereochemistry, Organic chemistry

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