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Palladium(II)-catalyzed cycloisomerization of functionalized 1,5-hexadienes.

Organic letters (2011-07-29)
Björn Nelson, Wolf Hiller, Annett Pollex, Martin Hiersemann
ABSTRACT

Scope and limitations of the Pd(II)-catalyzed cycloisomerization of functionalized 1,5-hexadienes have been studied. In situ NMR experiments indicate a challenging competition between various reaction pathways. A careful balance between substrate structure, nature of the precatalyst, and reaction conditions was required to gain access to a useful building block for sesquiterpene total synthesis.

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Sigma-Aldrich
1,5-Hexadiene, 97%