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2005
Oxirane derivatives
R 0030
Lithiation and Reactions of Stilbene Oxides: Synthetic Utility. — The reactions of
trans- and cis-stilbenes with various electrophiles are investigated. The lithia09- 091 lithiated
tion occurs stereospecifically at the benzylic position in the case of the cis-stilbene (X).
In the case of the trans isomer (I), the ortho-directing capability of the oxirane moiety
in lithiation of the phenyl ring is observed for the first time. — (FLORIO*, S.;
AGGARWAL, V.; SALOMONE, A.; Org. Lett. 6 (2004) 23, 4191-4194; Dip.
Farm.-Chim., Univ. Bari, I-70126 Bari, Italy; Eng.) — Steudel
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