Tetrahedron

Asymmetric total synthesis of syringolide 1, a nonproteinaceous elicitor

J Ishihara, T Sugimoto, A Murai

Index: Ishihara, Jun; Sugimoto, Tetsuya; Murai, Akio Tetrahedron, 1997 , vol. 53, # 47 p. 16029 - 16040

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Citation Number: 18

Abstract

An asymmetric synthesis of syringolide 1, one of the elicitors produced by Pseudomonas syringae pv. tomato, is described. It was synthesized from 2-(1-oxoethyl)-2-buten-4-olide via 1, 4-addition of alkenyl cuprate, asymmetric dihydroxylation, and intramolecular Michael reaction.