Rhodium(I)-Catalyzed Cycloisomerization
of 1,3-Dienes with Alkenes in a Tether

Yoshihiro Oonishi; Akira Saito; Miwako Mori; Yoshihiro Sato

doi:10.1055/s-0028-1087973

PAPER

Rhodium(I)-Catalyzed Cycloisomerization of 1,3-Dienes with Alkenes in a Tether

Yoshihiro Oonishi^a, Akira Saito^a, Miwako Mori^b, Yoshihiro Sato*^a
^a Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan
Fax: +81(11)7064982; e-Mail: biyo@pharm.hokudai.ac.jp;
^b Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan

Abstract

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Abstract

A rhodium(I)-catalyzed cycloisomerization of 1,3-dienes with alkenes in a tether proceeded smoothly, giving cyclopentene or cyclohexene derivatives in good yields. The existence of a hetero atom between the 1,3-diene moiety and the olefin in the tether affected the reaction course. In the case of the substrate having no hetero atom between the 1,3-diene moiety and olefin in the tether, cycloisomerization reaction proceeded, giving the corresponding cyclic product. On the other hand, in the case of the substrate having a hetero atom between the 1,3-diene moiety and olefin in the tether, the reaction course was completely changed to give a [4+2] cycloaddition product.

Key words

cyclizations - dienes - alkenes - rhodium - transition metals

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References

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