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• W1971567352 endingPage "1399" @default.
• W1971567352 startingPage "1388" @default.
• W1971567352 abstract "Abstract Spirocyclic C ‐arylglycosides were synthesized from the appropriately protected δ‐gluconolactones. Addition of lithium acetylide followed by glycosylation with 3‐(trimethylsilyl)propargyl alcohol converted the δ‐gluconolactones into silylated diynes. After desilylation, subsequent ruthenium‐catalyzed cycloaddition of the resultant diynes with alkynes or chloroacetonitrile gave spirocyclic C ‐arylglycosides in good yields and selectivity. This strategy was also extended to the synthesis of spirocyclic C ‐arylribosides from the known γ‐ribonolactone derivative. Moreover, silver‐catalyzed iodination of the sugar diynes followed by ruthenium‐catalyzed cycloaddition with acetylene delivered spirocyclic C ‐iodophenylglycosides and ‐ribosides, which were subjected to palladium‐catalyzed CC bond‐forming reactions and copper‐catalyzed coupling with nitrogen heterocycles to lead to various derivatives." @default.
• W1971567352 created "2016-06-24" @default.
• W1971567352 creator A5029347100 @default.
• W1971567352 creator A5067407925 @default.
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• W1971567352 creator A5071762407 @default.
• W1971567352 creator A5075808374 @default.
• W1971567352 creator A5077559548 @default.
• W1971567352 date "2007-10-26" @default.
• W1971567352 modified "2023-10-18" @default.
• W1971567352 title "Synthesis of SpirocyclicC-Arylglycosides and -Ribosides by Ruthenium-Catalyzed Cycloaddition" @default.
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