Synthesis of cis-lactone lignan, cis-(2S,3R)-parabenzlactone, from L-arabinose.
As a model synthesis on cis-2,3-dibenzyl-4-butanolide lignan, cis-(2S,3R)-parabenzlactone bearing a chiral benzyl alcohol moiety was stereoselectively synthesized from L-arabinose.
Yamauchi
S
S
College of Agriculture, Ehime University, Matsuyama, Japan. syamauch@agr.ehime-u.ac.jp
Kinoshita
Y
Y
D001089:Arabinose / Q000737:chemistry*; D001593:Benzyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D017705:Lignans / Q000138:chemical synthesis / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008956:Models, Chemical; D015394:Molecular Structure; D013053:Spectrophotometry; D013237:Stereoisomerism
D001593:Benzyl Compounds; D007783:Lactones; D017705:Lignans; C047280:4-benzylactone; D001089:Arabinose