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Iodoetherification of 4-penten-1,3-diols: stereoselective synthesis of cis 2-iodomethyl-3-hydroxytetrahydrofurans

✍ Scribed by Yoshinao Tamaru; Shin-ichi Kawamura; Zen-ichi Yoshida

Publisher: Elsevier Science
Year: 1985
Tongue: French
Weight: 259 KB
Volume: 26
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)98862-2

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✦ Synopsis

cis 2-Iodomethyl-3-hydroxytetrahydrofurans have been obtained in high yields and in high selectivities by treatment of 4-penten-1.3-diols with iodine (ether-H20, NaHC03). Recently many methodologies have been developed for the stereocontrolled preparation of substituted tetrahydrofurans. 1 Here we describe the very efficient and stereoselective synthesis of cis 2-iodomethyl-3-hydroxytetrahydrofurans

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