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Absolute Configuration of the Phenylpropanoid Isolated from Peperomia tetraphylla
Author(s) -
Yu Yanchao,
Lu Xiaowei,
Wu Wenju,
Wu Yikang,
Liu Bo
Publication year - 2013
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.201300648
Subject(s) - enantiopure drug , chemistry , phenylpropanoid , absolute configuration , stereochemistry , organic chemistry , catalysis , enantioselective synthesis , biosynthesis , enzyme
A recently identified phenylpropanoid isolated from Peperomia tetraphylla was synthesized in enantiopure forms using an aldol condensation of enantiopure ( R )‐ N ‐acetyl 4‐phenyl‐oxazolidin‐2‐one as the key step. With the aid of the single crystal X‐ray crystallographic analysis of the synthetic sample, the configuration for the natural product was unambiguously established. Corrected/updated 13 C NMR and optical rotation are also presented.