Matches in SemOpenAlex for { <https://semopenalex.org/work/W2316293631> ?p ?o ?g. }
- W2316293631 endingPage "4205" @default.
- W2316293631 startingPage "4196" @default.
- W2316293631 abstract "Abstract Trimethylsilyl, triethylsilyl, tert ‐butyldimethylsilyl, and triisopropylsilyl 2‐methylprop‐2‐ene‐1‐sulfinates were prepared through (CuOTf) 2 ⋅C 6 H 6 ‐catalyzed sila‐ene reactions of the corresponding methallylsilanes with SO 2 at 50 °C. Sterically hindered, epimerizable, and base‐sensitive alcohols gave the corresponding silyl ethers in high yields and purities at room temperature and under neutral conditions. As the byproducts of the silylation reaction (SO 2 +isobutylene) are volatile, the workup was simplified to solvent evaporation. The developed method can be employed for the chemo‐ and regioselective semiprotection of polyols and glycosides and for the silylation of unstable aldols. The high reactivity of the developed reagents is shown by the synthesis of sterically hindered per‐ O ‐ tert ‐butyldimethylsilyl‐α‐ d ‐glucopyranose, the X‐ray crystallographic analysis of which is the first for a per‐ O ‐silylated hexopyranose. The per‐ O ‐silylation of polyols, hydroxy carboxylic acids, and carbohydrates with trimethylsilyl 2‐methylprop‐2‐ene‐1‐sulfinate was coupled with the GC analysis of nonvolatile polyhydroxy compounds both qualitatively and quantitatively." @default.
- W2316293631 created "2016-06-24" @default.
- W2316293631 creator A5019300059 @default.
- W2316293631 creator A5038083433 @default.
- W2316293631 creator A5066669905 @default.
- W2316293631 creator A5081355356 @default.
- W2316293631 creator A5082026323 @default.
- W2316293631 creator A5089224975 @default.
- W2316293631 creator A5091184504 @default.
- W2316293631 date "2016-02-11" @default.
- W2316293631 modified "2023-10-01" @default.
- W2316293631 title "Synthesis and Applications of Silyl 2-Methylprop-2-ene-1-sulfinates in Preparative Silylation and GC-Derivatization Reactions of Polyols and Carbohydrates" @default.
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