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Synthesis of Eight-Membered Ring Compounds Using Enyne Metathesis

Miwako Mori*, Tsuyoshi Kitamura, Norikazu Sakakibara and Yoshihiro Sato

*Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan, Email:

M. Mori, T. Kitamura, N. Sakakibara, Y. Sato, Org. Lett., 2000, 2, 543-545.

DOI: 10.1021/ol991398a

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Ruthenium-catalyzed enyne metathesis of enynes connected with catechol, o-amino phenol, or o-phenylenediamine in DCM at room temperature overnight provides eight-membered ring compounds in high yield. In a similar manner, monocyclic 1,4-diaza- or 1-oxa-4-azacyclooctene can be synthesized.

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Key Words

enyne metathesis, benzo-fused N-heterocycles, benzo-fused O-heterocycles

ID: J54-Y2000