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A Concise and Convenient Synthesis of Stilbenes via Benzils and Arylmethyldiphenylphosphine Oxides
Author(s) -
SUN Xun,
ZHU Jun,
ZHONG Chen,
IZUMI KenJi,
ZHANG Chen
Publication year - 2007
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.200790344
Subject(s) - chemistry , toluene , resveratrol , wittig reaction , combinatorial chemistry , organic chemistry , biochemistry
A new and convenient synthetic method has been developed for the construction of stilbenes bearing electron‐withdrawing group(s) by using benzils and arylmethyldiphenylphosphine oxides via sequences involving Wittig‐Horner reaction and a rearrangement in the presence of t ‐BuOK in toluene under mild conditions. This approach could be readily applied to a facile synthesis of biologically important natural products, resveratrol and its derivatives, such as trimethoxystilbenes 1 ( Z ) and 2 ( E ).