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Circular dichroism of tail‐to‐tail bisbenzyliso‐quinoline and the absolute configuration of daurisoline isolated from Menispermum dauricum
Author(s) -
Kong RongZu,
Kuang DaiWu,
Hua WeiYi,
Min ZhiDa,
Zhao ShouXun,
Mizuno Mizuo,
Iinuma Munekazu,
Tanaka Toshiyuki
Publication year - 1991
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.19910090313
Subject(s) - chemistry , absolute configuration , circular dichroism , enantiomer , stereochemistry , quinoline , crystallography , organic chemistry
Since two asymmetric centres are usually present in the bisbenzylisoquinolines, the circular dichroism is known to be an important method to elucidate their stereochemistry. We studied the relationships of the CD spectra with the stereochemistry of synthetic RR ‐(1), SS ‐(2), RS ‐daurisoline (3) and SR ‐daurisoline (4). By comparision of the CD spectrum of natural daurisoline (1) from Menispermum dauricum ( Menispermaceae ) with those of synthetic enantiomers, the absolute configuration was established as RR ‐daurisoline (1).