Volume 28, Issue 50
Natural Products
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ChemInform Abstract: Asymmetric Total Syntheses of (+)-Coronafacic Acid and (+)-Coronatine, Phytotoxins Isolated from Pseudomonas syringae Pathovars.

S. NARA

S. NARA

Dep. Biosci. Chem., Fac. Agric., Hokkaido Univ., Sapporo 060, Japan

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H. TOSHIMA

H. TOSHIMA

Dep. Biosci. Chem., Fac. Agric., Hokkaido Univ., Sapporo 060, Japan

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A. ICHIHARA

A. ICHIHARA

Dep. Biosci. Chem., Fac. Agric., Hokkaido Univ., Sapporo 060, Japan

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First published: 02 August 2010

Abstract

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ChemInform Abstract

The key steps in the synthesis of the title acid (X) are asymmetric addition of the diester (II) to the enone (I) and diastereoselective cyclization of the ketone (VII). Coupling of (X) with the amino ester ( XI) and subsequent deprotection yields (+)-coronatine (XII).

chemical structure image

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