Trimethylsilyl Trifluoromethanesulfonate (TMSOTf)
نویسندگان
چکیده
منابع مشابه
Acetic acid aldol reactions in the presence of trimethylsilyl trifluoromethanesulfonate.
In the presence of TMSOTf and a trialkylamine base, acetic acid undergoes aldol addition to non-enolizable aldehydes under exceptionally mild conditions. Acidic workup yields the beta-hydroxy carboxylic acid. The reaction appears to proceed via a three-step, one-pot process, including in situ trimethylsilyl ester formation, bis-silyl ketene acetal formation, and TMSOTf-catalyzed Mukaiyama aldol...
متن کاملTrimethylsilyl trifluoromethanesulfonate-accelerated addition of catalytically generated zinc acetylides to aldehydes.
In the presence of TMSOTf, a wide variety of terminal acetylenes add rapidly and efficiently to aldehydes via a catalytically generated zinc acetylide. In the absence of TMSOTf, no reaction is observed under otherwise identical conditions.
متن کاملTandem thia-Fries rearrangement--cyclisation of 2-(trimethylsilyl)phenyl trifluoromethanesulfonate benzyne precursors.
A novel transformation of 2-(trimethylsilyl)phenyl trifluoromethanesulfonate aryne precursors is described.
متن کامل1,3-Dibromo-5,5-dimethylhydantoin as promoter for glycosylations using thioglycosides
1,3-Dibromo-5,5-dimethylhydantoin (DBDMH), an inexpensive, non-toxic and stable reagent, is a competent activator of thioglycosides for glycosidic bond formation. Excellent yields were obtained when triflic acid (TfOH) or trimethylsilyl trifluoromethanesulfonate (TMSOTf) were employed as co-promoters in solution or automated glycan assembly on solid phase.
متن کاملFirst example of electrophile induced Baylis-Hillman reaction: a novel facile one-pot synthesis of indolizine derivatives.
Treatment of pyridine-2-carboxaldehyde with activated alkenes such as alkyl vinyl ketones and cyclic enones in the presence of trimethylsilyl trifluoromethanesulfonate (TMSOTf) provides a novel facile one-pot synthesis of indolizine derivatives, thus for the first time describing an electrophile induced Baylis-Hillman reaction.
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ژورنال
عنوان ژورنال: Synlett
سال: 2003
ISSN: 0936-5214,1437-2096
DOI: 10.1055/s-2003-41457