A convergent total synthesis of epolactaene: an application of the bridgehead oxiranyl anion strategy

The generation and reaction of a lactone-derived oxiranyl anion is described. The aldol-type reaction of the epoxylactone and aldehydes was accomplished by a two-step procedure via the trimethylsilyl epoxylactone. The application of this methodology to the total synthesis of (+)-epolactaene and its analogs is described.     

Domino reactions starting from alkynyl esters tethered to 2-methyl-1,3-cycloalkanediones. Efficient access to polyfunctionalized diquinanes, allenoates, and oxetanes

The reactivity of alkynyl esters tethered to 2-methyl-1,3-cycloalkanediones toward TBAF and TBAF in the presence of 4 Å molecular sieves is reported. Polyfunctionalized diquinanes, allenaotes or oxetanes resulting from anionic domino reactions can be readily available with high to complete diastereoselectivities.     

Metal-free 5-exo-dig cyclization of propargyl urea using TBAF

We present the first results of the intramolecular cyclization of propargyl ureas catalyzed by TBAF. Depending on the substituents close to the triple bond, imidazolone or methylene-imidazolidinone was obtained. The dual activation of the triple bond by interaction with TBAF via the cation–π is thought to be responsible.     

Tetrabutylammonium Fluoride (TBAF) Catalysed Synthesis of 2‐Arylbenzimidazole in Water under Ultrasound Irradiation

One‐pot multistep reactions involving a new environmentally friendly catalytic procedure have been developed for the synthesis of benzimidazole. The reaction of the substituted aldehyde with o‐phenylenediamine in water under ultrasonic irradiation at ambient temperature for appropriate time using 5 mol% of TBAF furnish the desired product in good to excellent yield. The process is green, mild, inexpensive, excellent chemo selectivity, and excellent yields are the main advantages of this procedure.     

An Efficient Synthesis of Diaryl Ethers by Coupling Aryl Halides with Substituted Phenoxytrimethylsilane in the Presence of TBAF

A general synthesis of diaryl ethers via coupling of aryl halides with substituted phenoxytrimethylsilane in the presence of TBAF is described. The protocol is simple and mild, and gives good to excellent yields.     

Tandem Hass-Bender/Henry reaction for the synthesis of dimethylnitro alcohols from benzylic halides

Dimethylnitro alcohols are constructed in a one-pot process from benzylic halides and 2-nitropropane. The use of tetrabutylammonium fluoride (TBAF) as the promoter is essential for this tandem Hass-Bender/Henry reaction to proceed.     

Synthese regiospecifique d'un dinucleoside ponte : (O6- desoxyguanosinyl)-1 (N4-desoxycytidyl)-2 ethane

Appropriate protected deoxyguanosine and deoxyuridine derivatives, respectively activated at O⁶ and O⁴ positions by the 3-nitro 1,2,4-triazol 1-yl group, were reacted with ethylene glycol, ethylenediamine or ethanolamine to give monoalkylated nucleosides or cross-linked dimers or cross-linked dinucleosides.