615265-13-9Relevant academic research and scientific papers
Factors controlling the biomimetic triple cyclisation of xylulose β-keto-esters to syringolides. Part 1: Synthesis of 4′-deoxysyringolide 2
Bennett, Simon A.,Rickards, Rodney W.
, p. 6927 - 6930 (2007/10/03)
Treatment of the 4-deoxy-D-xylulose β-ketodecanoate 13c with basic alumina affords 4′-deoxysyringolide 2 14 as a single stereoisomer, indicating that the course of the biomimetic triple cyclisation of the corresponding D-xylulose ester 3b to syringolide 2 5b is not dependent upon the presence of the 4R-hydroxyl group. The diacyl butanolide 15 is formed simultaneously by a side reaction of the initial Knoevenagel condensation product of the ester 13c.
