Intramolecular Oxymercuration with Mercuric Triflate

Hiroshi IMAGAWA; Tokuko SHIGARAKI; Tokiko SUZUKI; Hiroko TAKAO; Hidetoshi YAMADA; Takumichi SUGIHARA; Mugio NISHIZAWA

doi:10.1248/cpb.46.1341

Hiroshi IMAGAWA, Tokuko SHIGARAKI, Tokiko SUZUKI, Hiroko TAKAO, Hidetoshi YAMADA, Takumichi SUGIHARA, Mugio NISHIZAWA

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Keywords: mercuric triflate, oxymercuration, cyclic ether, exo cyclization

JOURNAL FREE ACCESS

1998 Volume 46 Issue 8 Pages 1341-1342

DOI https://doi.org/10.1248/cpb.46.1341

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Abstract

Five- and six-membered ring cyclic ethers are efficiently prepared by exo-mode oxymercuration of the corresponding olefinic alcohols with Hg(OTf)₂. A seven-membered ring ether is prepared using Hg(OTf)₂ along with TMU. However, this procedure is not effective for the preparation of four- and eight-membered ring ethers.

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