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Communication | Special issue | Vol 52, No. 3, 2000, pp.1079-1082
Published online, 1st January, 1970
DOI: 10.3987/COM-99-S148
A Novel Synthesis of a 2,8-Dioxabicyclo[3.2.1]octane Skeleton from a 2,5-Dialkyltetrahydrofuran Derivative

Shunya Takahashi, Shinsuke Hirota, and Tadashi Nakata*

*RIKEN(The Institute of Physical and Chemical Research), Wako-shi, Saitama 351-0198, Japan


A unique method for the construction of 6,7-dihydroxy-2,8-dioxabicyclo[3.2.1]octane, a core component of zaragogic acids, was developed based on zinc acetate-mediated rearrangement reaction of a 2,5-dialkyltetrahydrofuran derivative having a 1'-monochlate on the C2-side chain.