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- W2950872574 abstract "Abstract In this paper, a new route toward polyhydroxylated 1‐vinylcycloalkenes is presented. 1,6‐ and 1,7‐enynes were synthesized in four steps from glyco‐ynitols, which are readily available from monosaccharides. These compounds were then cyclized by ring‐closing enyne metathesis to afford the title compounds. For example, we converted (2 R ,3 S ,4 R )‐1‐ O ‐tritylhept‐6‐yne‐1,2,3,4‐tetrol ( 1 ) to the corresponding 1,7‐enyne 13 in 53% yield. The ring‐closing metathesis of 1,7‐enyne 13 with Grubbs catalyst, under Mori’s conditions, produced the corresponding polyhydroxylated 1‐vinylcyclohexene 19 in 72% yield. The conversion of several glyco‐ynitols into polyhydroxylated 1‐vinylcycloalkenes was carried out with satisfying yields. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)" @default.
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- W2950872574 date "2003-06-01" @default.
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- W2950872574 title "Synthesis of Carbohydrate‐Derived Enynes and Subsequent Metathesis to Yield Polyhydroxylated 1‐Vinylcycloalkenes" @default.
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- W2950872574 doi "https://doi.org/10.1002/ejoc.200300102" @default.
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