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Communication | Special issue | Vol 59, No. 1, 2003, pp.93-96
Published online, 1st January, 1970
DOI: 10.3987/COM-02-S34
Acid-Catalyzed Intramolecular Addition of a Hydroxy Group to Vinylgermanes

Katsukiyo Miura, Tatsuyuki Takahashi, and Akira Hosomi*

*Department of Chemistry, University of Tsukuba, 1-1-1 Ten-nodai, Tsukuba-shi, Ibaraki, 305-8571, Japan


Vinylgermanes (1), bearing a hydroxy group, were efficiently cyclized to 2-(germylmethyl)tetrahydrofurans (2) in the presence of an acid catalyst. The intra-molecular addition of the hydroxy group proceeded in a stereospecific syn mode. The acid-catalyzed cyclization of α-alkyl-substituted vinylgermanes (8) gave 1,2-germyl-migration products (9).