Chemistry Letters, Vol.29, No.8, 886-887, 2000
Synthesis and absolute stereochemistry of a cruciferous phytoalexin, (-)-spirobrassinin
Synthetic (+/-)-spirobrassinin (1) was enantioresolved by a chiral auxiliary method giving (+)-1 and natural (-)-1. The absolute configuration was unambiguously determined by X-ray crystallography of a (1'S,4'R)-camphanoyl derivative of (+)-1. Consequently, natural (-)-1 has an S configuration. Their CD spectra supported this result.