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TIPS triflate

TiPMDP. See Tetraisopropyl methylenediphosphonate TiPP. See Triisopropyl phosphite TIPS-chloride TIPSCI. See 1,3-Dichlorotetraisopropyldisiloxane TIPS triflate. See Triisopropylsilyl trifluoromethane sulfonate TIPT. See Tetraisopropyl titanate Ti-Pure R-100, Ti-Pure R-101 Ti-Pure R-102 Ti-Pure R-103 Ti-Pure R-104 Ti-Pure R-794 Ti-Pure R-795 Ti-Pure R-900, Ti-Pure R-902 Ti-Pure R-960 Ti-Pure RPD Vantage , Ti-Pure RPS Vantage . See Titanium dioxide Tirpilene. See a-Terpinene TISC. See Triisostearyl citrate... [Pg.4431]

Triisopropylsilyl chloride. See Triisopropylchlorosilane Triisopropylsilyl trifluoromethane sulfonate CAS 80522-42-5 Synonyms TIPS triflate Trifluoromethanesulfonic acid triisopropylsilyl ester... [Pg.4542]

Formations of Enol Silyl Ethers. Aldehydes, ketones, and lactones are readily converted into the corresponding enol TIPS ethers. Reactions of cycloalkanones with 1.1 equiv of TIPS triflate and 1.5 equiv of triethylamine in benzene at 23 °C for 1 h gives >98% yields of the corresponding enol silyl ethers (eq 2). ... [Pg.633]

Alkynyltriisopropylsilanes. The acidic alkynic H can be protected with TIPS triflate. Silylation of 1-lithiopropyne with 1 equiv of TIPS triflate in ether at —40 to 0 °C gives an 87% yield of 1-TIPS-propyne (eq 4). l,3-Bis(triisopropylsilyl)propyne, derived from treatment of 1-TIPS-propyne with butyllithium in THF at —20 °C for 15 min followed by TIPS triflate at —78 to —40°C (eq 5), is lithiated with n-BuLi in THF at —20°C for 15 min and then allowed to react with aldehydes (eq 6). The cjs enynes are isolated in high yields. TlPS-propargylmag-nesium bromide together with copper(I) iodide has been used in the displacement of the mesylate derivative of farnesol. ... [Pg.633]

Silylation of Alcohols. Primary and secondary alcohols are silylated by TIPS triflate in excellent yields. Treatment of... [Pg.633]

Conjugate Addition of Alkynylzinc Bromides. Alkynylz-inc bromides undergo conjugate addition with a, 8-unsaturated ketones in the presence of ferf-butyldimethylsilyl trifluo-romethanesulfonate or TIPS triflate (trimethylsilyl trifluo-romethanesulfonate is also effective) in ether-THF at —40 °C to give the corresponding 1,4-adducts (54-96% yields). A representative example is illustrated in eq 7. [Pg.634]

Triisopropylsilyl)diazomethane. Silylation of diazome thane with TIPS triflate and diisopropylethylamine in ether at —20 °C to 25 °C gives a 45% yield of (triisopropylsilyl)diazome-thane (eq 8). This silylated diazomethane is used to prepare stable silyl-substituted nitrilimines. ... [Pg.634]

TIPS Protection for Oxazoles/Regioselective Trapping of C-2 Oxazole Anions. Deprotonation of oxazoles occurs selectively at the C-2 position, and reaction with either TIPS triflate or TIPS chloride gave completely opposite C-silylation or O-silylation selectivity (eq 11). The same remarkable trend was observed for the other, less hindered silyl chloride and -triflates however, the stability of those products did not allow facile isolation and characterization. The C-2 TIPS oxazole derivative was shown to be stable to strongly basic reactions that allowed further oxazole functionalization (eq 12). Removal of the TIPS group was then achieved with dilute acid. [Pg.634]

Two other trialkylsilyl trifluoromethanesulphonates, the TBDMS and tri-isopropylsilyl (TIPS) compounds, have been prepared and used in silylation reactions catalysed by 2,6-lutidine " TBDMS triflate allows formation of TBDMS ethers from tertiary and unreactive secondary alcohols, and TIPS triflate reacts effectively with primary and secondary alcohols. Use of the perfluorinated resin sulphonic acid trimethylsilyl ester Nafion-TMS , an immobilized TMS triflate, as a silylating agent for alcohols cf. 5,167) is discussed in a publication on applications of TMS triflate in synthesis. ... [Pg.177]

Reagent (1) is made by deprotonation of l-TIPS-prop)me using -butyllithium in ether, better without than with TMEDA added, or f-butyllithium in ether/pentane, or preferably -BuLi in THE (—20°C, 15 min). 1-TIPS-propyne can be prepared from propyne by silylation of either its lithio derivative using TIPS triflate or of the bromomagnesium derivative using TIPS chloride it is also commercially available. [Pg.347]

Silylation of Alcohols. Primary and secondary alcohols are silylated by TIPS triflate in excellent yields. Treatment of 1-phenylethanol with 1.3 equiv of TIPS triflate and 2.5 equiv of 2,6-lutidine in CH2CI2 at 0 °C for 2 h provides a 98% yield of Q -(triisopropylsilyloxy)ethylhenzene (eq 1). ... [Pg.560]

Silylation of 2-morpholinones with 1.2 equiv of TIPS triflate and 1.5 equiv of triethylamine in CDCI3 for 2 min provides silyl... [Pg.560]

Triisopropylsilyl)diazomethane. Silylation of diazome thane with TIPS triflate and diisopropylethylamine in ether at... [Pg.560]

See other pages where TIPS triflate is mentioned: [Pg.379]    [Pg.298]    [Pg.190]    [Pg.481]    [Pg.56]    [Pg.256]    [Pg.633]    [Pg.633]    [Pg.633]    [Pg.64]    [Pg.560]   


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