Stereoselective synthesis of the optically active samin type of lignan from L-glutamic acid.
The optically active samin type of lignan, (1R,2S,5R, 6S)-6-(2-methoxy-4,5-methylenedioxyphenyl)-3,7-dioxabicyclo[3.3.0]octan-2-ol, was stereoselectively synthesized from L-glutamic acid via (2R,3R)-2-[(1S and R)1-[(tert - butyldimethylsilyl)oxyl-1-(2-methoxy-4,5methylenedioxyphenyl)methyl]-3-[(tert- butyldiphenylsilyl)oxylmethyl-1,4-butanediol.
Yamauchi
S
S
College of Agriculture, Ehime University, Matsuyama, Japan. syamauch@agr.ehime-u.ac.jp
Yamamoto
N
N
Kinoshita
Y
Y
D005663:Furans / Q000138:chemical synthesis*; D018698:Glutamic Acid / Q000737:chemistry*; D017705:Lignans / Q000138:chemical synthesis*; D015394:Molecular Structure; D013237:Stereoisomerism
C414044:6-(2-methoxy-4,5-methylenedioxyphenyl)-3,7-dioxabicyclo(3.3.0)octan-2-ol; D005663:Furans; D017705:Lignans; D018698:Glutamic Acid