Volume 31, Issue 23
Natural Products
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ChemInform Abstract: The Total Synthesis of Frondosin B.

Masayuki Inoue

Masayuki Inoue

Lab. Bioorg. Chem., Sloan-Kettering Inst. Cancer Res., Cornell Univ., New York, NY 10021, USA

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Alison J. Frontier

Alison J. Frontier

Lab. Bioorg. Chem., Sloan-Kettering Inst. Cancer Res., Cornell Univ., New York, NY 10021, USA

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Samuel J. Danishefsky

Samuel J. Danishefsky

Lab. Bioorg. Chem., Sloan-Kettering Inst. Cancer Res., Cornell Univ., New York, NY 10021, USA

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First published: 08 June 2010

Abstract

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ChemInform Abstract

A highly efficient total synthesis of frondosin B (VII) via the key intermediate (III) is described. Key steps of the synthesis are the seven-ring formation by cyclization of (II) and a Diels—Alder reaction with nitroethylene (V) to construct the A ring.

chemical structure image

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