Tetrahedron letters

Kiliani reactions on ketoses: branched carbohydrate building blocks from D-tagatose and D-psicose

…, MI Simone, DJ Watkin, UP Skytte, W Soetaert…

文献索引：Soengas, Raquel; Izumori, Ken; Simone, Michela Iezzi; Watkin, David J.; Skytte, Ulla P.; Soetaert, Wim; Fleet, George W. J. Tetrahedron Letters, 2005 , vol. 46, # 34 p. 5755 - 5759

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被引用次数: 60

摘要

D-Tagatose and D-psicose on treatment with sodium cyanide gave mixtures of branched sugar lactones; extraction of the crude products by acetone in the presence of acid permits direct access to branched carbohydrate diacetonides, likely to be of value as new chirons. In both cases, the major lactone products—diacetonides with a 2, 3-cis-diol relationship—can be crystallised in around 40–50% yield from the ketohexose. A practical procedure for the ...