Biomimetic synthesis of the microbial elicitor syringolide 2

Article abstract of DOI:10.1016/0040-4039(96)00611-9

Syringolide 2 (1; n = 2), an elicitor metabolite of the bacterial plant pathogen Pseudomonas syringae pv. tomato, has been synthesised in four steps from D-xylulose. The key stage involves triple cyclisation of the putative biosynthetic intermediate 1-(3'-oxodecanoyl)-D-xylulose (9), and provides evidence for the biosynthesis of the syringolides.