One step conversion of toxic beta-asarone from Acorus calamus into 1-(2,4,5-trimethoxyphenyl)-1,2-dihydroxypropane and asaronaldehyde occurring in Piper clusii.
1-(2,4,5-Trimethoxyphenyl)-1,2-dihydroxypropane (2), a natural phenylpropanoid occurring in Piper clusii, has been synthesized for the first time from toxic beta-asarone (1) of Acorus calamus with osmium tetroxide, while 1 with osmium tetroxide (catalytic amount) in presence of sodium metaperiodate furnished the asaronaldehyde (3) in high yield.
Sinha
A K
AK
Natural Plant Products Division, Institute of Himalayan Bioresource Technology, Palampur (HP), India. director@csihbt.ren.nec.in
Joshi
B P
BP
Dogra
R
R
D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry; D000081248:Allylbenzene Derivatives; D000840:Anisoles / Q000737:chemistry*; D002384:Catalysis; D002853:Chromatography, Liquid; D007194:India; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009993:Osmium Tetroxide / Q000737:chemistry; D010504:Periodic Acid / Q000737:chemistry; D026321:Piperaceae / Q000737:chemistry*; D010946:Plants, Medicinal / Q000737:chemistry*; D020005:Propanols / Q000138:chemical synthesis* / Q000737:chemistry; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism
C449740:1-(2,4,5-trimethoxyphenyl)-1,2-dihydroxypropane; D000447:Aldehydes; D000081248:Allylbenzene Derivatives; D000840:Anisoles; D020005:Propanols; C012195:asarone; D010504:Periodic Acid; C009288:metaperiodate; C449741:asaronaldehyde; D009993:Osmium Tetroxide