Establishment of salicylic acid derived silylation reagents for protection of alcohols
[Display omitted] In this work, we describe salicylic acid derived 2-[(trimethylsilyl)oxy]-benzoic acid methyl ester (TMSSME) and its TBDMS- (TBDMSSME) and TIPS-analogous (TIPSSME) as novel silylation reagents to furnish silyl ethers from alcohols. Silylation readily occurred in yields of 55–97% wit...
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Veröffentlicht in: | Results in Chemistry 2021-01, Vol.3, p.100139, Article 100139 |
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Sprache: | eng |
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In this work, we describe salicylic acid derived 2-[(trimethylsilyl)oxy]-benzoic acid methyl ester (TMSSME) and its TBDMS- (TBDMSSME) and TIPS-analogous (TIPSSME) as novel silylation reagents to furnish silyl ethers from alcohols. Silylation readily occurred in yields of 55–97% with TMSSME for a variety of aliphatic and aromatic alcohols. The reaction was effectively catalyzed by Dowex (50Wx8) under mild reaction conditions. Silylation with the corresponding TBDMS- and TIPS-reagents, however, required modified reaction conditions and only occurred on primary alcohols in good yields |
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ISSN: | 2211-7156 2211-7156 |
DOI: | 10.1016/j.rechem.2021.100139 |