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Communication | Special issue | Vol 54, No. 1, 2001, pp.109-110
Published online, 1st January, 1970
DOI: 10.3987/COM-00-S(I)77
Benzyloxymethyl Group as a Convertible Internal Ligand for La(OTf)3-Catalyzed 7-endo Ring-openig of Hydroxy Epoxide

Kenshu Fujiwara,* Hiroshi Morishita, Tetsuo Tokiwano, and Akio Murai*

*Division of Chemistry, Graduate School of Science, Hokkaido University, Sapporo 060-0810, Japan


The benzyloxymethyl group at C5 of cis-5,6-epoxyheptanol promoted 7-endo selective ring-opening of the hydroxy epoxide under La(OTf)3-catalyzed conditions to give r-2-methyl-c-3-benzyloxymethyl-t-3-hydroxyoxepane, whose benzyloxymetyl group was transformable to a methyl group.