- Stereo- and regioselective zinc-mediated ring-opening of epoxides with diselenides
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Two convenient rapid, efficient, stereoselective and highly regioselective methods for the synthesis of β-hydroxy selenides by the direct opening of epoxides with diselenides in acetonitrile in the presence of either Zn/AlCl 3 or zinc powder in
- Movassagh, Barahman,Shamsipoor, Mojgan
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p. 1316 - 1318
(2007/10/03)
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- Activation of Sn-Se bond: Regioselective ring opening reaction of epoxides with tributylstannyl phenylselenolate in the presence of a Lewis acid
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When tributylstannyl phenylselenolate (Bu3SnSePh) was allowed to react with epoxides in the presence of BF3·OEt2 as a Lewis acid, the ring opening reaction of epoxides proceeded with complete regioselectivity to afford the
- Nishiyama, Yutaka,Ohashi, Hironori,Itoh, Kazuyoshi,Sonoda, Noboru
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p. 159 - 160
(2007/10/03)
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- Formation of 3-(m-chlorobenzoyloxy)-2-(phenylseleno)propan-1-ol and 2- (m-chlorobenzoyloxy)-3-(phenylseleno)propan-1-ol from a reaction of allyl phenyl selenide with m-chloroperoxybenzoic acid
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Oxidation of allyl phenyl selenide with m-chloroperoxybenzoic acid unexpectedly afforded two compounds, the structures of which were determined as 3-(m-chlorobenzoyloxy)-2-(phenylseleno)propan-1-ol and 2-(m- chlorobenzoyloxy)-3-(phenylseleno)propan-1-ol. Structure determination of the products is described and the possible mechanisms are discussed.
- Hirose, Takanori,Morita, Nobuhiro,Asakura, Mitsuhiro,Kitahara, Keisuke,Toyota, Shinji,Oki, Michinori
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p. 8877 - 8880
(2007/10/03)
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- CYCLIZATIONS AND INTERMOLECULAR ADDITIONS OF ALKOXYCARBONYLOXY RADICALS FROM N-HYDROXYPYRIDINE-2-THIONE CARBONATES
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Alkoxycarbonyloxy radicals from allyl and homoallyl alcohols cyclize in an exo fashion to give, respectively, 3-substituted 1,2-diol carbonates and 4-substituted 1,3-diol carbonates, whereas simple alkoxycarbonyloxy radicals add intermolecularly to ethyl vinyl ether to give, ultimately, carbonates of glycolaldehyde derivatives.
- Newcomb, Martin,Kumar, M. Udaya,Boivin, Jean,Crepon, Elisabeth,Zard, Samir Z.
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