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• W2099574549 abstract "Abstract 5‐Methylene‐2‐oxo[1,3,2]dioxathiane ( 2 ) was obtained in 91% yield from 2‐methylenepropane‐1,3‐diol ( 1 ) and thionyl chloride. The cyclic sulfite 2 reacts with a variety of nucleophiles to give formally monosubstituted products 3 of the diol 1 in 62−77% yield. Oxidation of 2 with RuCl 3 /NaIO 4 yields the diprotected tetraol 5‐(hydroxymethyl)‐2,2‐dioxo[1,3,2]dioxathian‐5‐ol ( 7 ) in 86% yield, which can be used to easily access tetrafunctional derivatives of 2‐(hydroxymethyl)propane‐1,2,3‐triol (isoerythritol); for example, acetylation with acetic anhydride furnishes in 96% yield the primary acetate 11 , which reacts with potassium cyanide and sodium azide to give the 2‐cyano‐ and 2‐(azidomethyl)propane‐1,2,3‐triol monoacetates 12a , b (78 and 82% yield, respectively). (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)" @default.
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• W2099574549 date "2003-05-19" @default.
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• W2099574549 title "Easy Access to Derivatives of 2‐(Hydroxymethyl)propane‐1,2,3‐triol (Isoerythritol) with up to Four Separately Addressable Functionalities" @default.
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• W2099574549 doi "https://doi.org/10.1002/ejoc.200200099" @default.
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