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2005
Elimination reactions
O 0090
Palladium-Catalyzed Elimination Reaction of Acyclic (E)-Allylic Acetates: The
Elucidated by "syn-Effect". — The stereochemistry of the elimina30- 038 Stereochemistry
tion reaction of acyclic (E)-allylic acetates into the corresponding 1,3-dienes catalyzed
by Pd in the presence of a base is investigated. The Z/E ratios of the dienes varied with
the δ-substitution of the starting allylic acetate. This phenomenon is discussed based
on the concept of a "syn-effect", which is most primarily rationalized by a σ-π* interaction. — (TAKENAKA, H.; UKAJI*, Y.; INOMATA*, K.; Chem. Lett. 34 (2005) 2,
256-257; Div. Mater. Sci., Grad. Sch. Nat. Sci. Technol., Kanazawa Univ.,
Kanazawa 920, Japan; Eng.) — M. Paetzel
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