II Trifluoromethanesulfonate

Solubility sol MeOH, EtOH, DMF, MeCN, and formamide also sol j-PrCN and acetone. [Pg.181]

Form Supplied In white powder, commercially available. Blue powder when freshly prepared (see below). [Pg.181]

Preparative Methods most conveniently prepared from cop-per(II) carbonate and trillic acid (trilluoromethanesulfonic acid) in MeCN. The freshly prepared salt precipitated from Et20 is pale blue. [Pg.181]

Handling, Storage, and Precautions moisture sensitive can be handled in air for quick transfers pure samples are only mildly corrosive. Appears to be indefinitely stable in the absence of air, moisture, and light. [Pg.181]

Oxidative Coupling. Both intermolecular and intramolecular oxidative coupling reactions can be effected using Cu(OTf)2. Examples of dimerization include one-pot syntheses of 1,4-diketones from ketone enolates or from silyl enol ethers (eqs 1 and 2), and coupling of allylstannanes with TMS-enol ethers [Pg.181]

Decomposition of the diazoacetic ester (548) to the keto carbene (549) is promoted by copper(II) trifluoromethanesulfonate. In the presence of nitriles, 1,3-dipolar addition to the nitrile occurred giving the oxazole (550) (75JOM(88)ll5) (see also Section 4.03.8.1). [Pg.162]

As an alternative, tin enolates are very useful in these additions. Usually they are prepared in situ from the amide using tin(II) trifluoromethanesulfonate and a base. They are subsequently reacted with an enone, catalyzed by a Lewis acid47-48 (see Table 3). With triinethylsilyl trifluoromethanesulfonate as a catalyst, in the presence of proline derived diamines anti-adducts are formed exclusively49 (see Section 1.5.2.4.3.1.). [Pg.959]

As an alternative to lithium enolates. silyl enolates or ketene acetals may be used in a complementary route to pentanedioates. The reaction requires Lewis acid catalysis, for example aluminum trifluoromethanesulfonate (modest diastereoselectivity with unsaturated esters)72 74 antimony(V) chloride/tin(II) trifluoromethanesulfonate (predominant formation of anti-adducts with the more reactive a,/5-unsaturated thioesters)75 montmorillonite clay (modest to good yields but poor diastereoselectivity with unsaturated esters)76 or high pressure77. [Pg.961]

High enantioselectivities may be reached using the kinetic controlled Michael addition of achiral tin enolates, prepared in situ, to a,/i-unsaturated carbonyl compounds catalyzed by a chiral amine. The presence of trimethylsilyl trifluoromethanesulfonate as an activator is required in these reactions236. Some typical results, using stoichiometric amounts of chiral amine and various enolates are given below. In the case of the l-(melhylthio)-l-[(trimethylsilyl)thio]ethene it is proposed that metal exchange between the tin(II) trifluoromethanesulfonate and the ketene acetal occurs prior to the 1,4-addition237,395. [Pg.985]

DIKETONES l-Benzyl-4-(2-hydioxy-ethyl)-5-methyl-l, 3-thiazolium chloride. Copper(II) trifluoromethanesulfonate. [Pg.474]

TETRAKIS(PROPANENITRILE)PLATINUM(II) TRIFLUOROMETHANESULFONATE AS A SUITABLE INTERMEDIATE IN SYNTHETIC Pt(II) CHEMISTRY... [Pg.279]

Intramolecular aldols Tin(II) trifluoromethanesulfonate, 301 Zirconium(IV) propoxide, 352 Aldol-type reactions Homoaldols (using allyl metal reagents)... [Pg.356]

Methoxy-1,3-bis( trimethylsilyloxy) -1,3-butadiene, 178 (1 R,2S)-N-Methylephedrine-0-pro-pionate, 308 Norephedrine, 200 Organotitanium reagents, 213 2-Oxazolidones, chiral, 225 (2R,4R)-Pentanediol, 237 Tin(II) trifluoromethanesulfonate, 301 Alkylation... [Pg.358]

Cesium fluoride-Tetraalkoxysilanes, 69 Hexamethylphosphoric triamide, 142 Methyl acrylate, 183 a-Methylbenzylamine, 185 Methyl vinyl ketone, 193 Potassium t-butoxide, 252 Potassium f-butoxide-Xonotlite, 254 Potassium fluoride-Alumina, 254 Tin(II) trifluoromethanesulfonate, 301 Titanium(IV) chloride, 304 Trityl perchlorate, 339 Vinyl(triphenyl)phosphonium bromide, 343... [Pg.361]

Glycosidation Allyl chloroformate, 9 Boron trifluoride etherate, 43 Silver(I) tetrafluoroborate, 273 Silver (I) trifluoromethanesulfonate, 274 Thallium zeolites, 296 Tin(II) trifluoromethanesulfonate, 301 Trichloroacetonitrile, 321 Grignard reactions and reactions of... [Pg.365]

Grignard reagents, 138 Methyl acrylate, 183 Cyclohexanols by other routes Alkylaluminum halides, 5 Tin(II) trifluoromethanesulfonate, 301... [Pg.380]

S)-2-Ethoxy-4-isopropyloxazoline, 129 Homoallylic alcohols Crotyldiisopinocampheylborane, 86 Dichlorobis( 1 -phenylethoxy) -titanium(IV), 12 Organotitanium reagents, 213 Tin(II) trifluoromethanesulfonate, 301 Homopropargylic alcohols Bis(2,4-dimethyl-3-pentyl) tartrate, 36... [Pg.386]

Tin(II) chloride-Aluminum, 299 Tin(II) trifluoromethanesulfonate, 301 Zinc-copper couple, 348... [Pg.391]

Phosphomolybdic acid-Potassium di-chromate-Copper(II) sulfate, 248 Tin(II) trifluoromethanesulfonate, 301 Other unsaturated carbonyl compounds Lead tetraacetate, 155 Pyrylium perchlorate, 263 Zinc-copper couple, 348 a-Substituted-a, p-unsaturated carbonyl compounds... [Pg.398]

Tin(II) trifluoromethanesulfonate, Sn(OSO CF, ) . The triflate is obtained by reaction of SnCl2 with triflic acid. It is a white powder that can be stored for some time under nitrogen.1... [Pg.605]

Bis(cyclopentadienyl)dichlorozirconium(lI). Chlorotris(isopropoxy)titanium. Di-n-butylboryl trifluoromethanesulfonate. (4S, 5S)-2-Ethyl-4-(methoxymethyl)-5-phenyloxazoline Methyl O-me thy lactate. 2-Methyl-2-trimethylsilyloxypentane-3 one. Morpholine-Camphoric acid. Tin. Tin(II) trifluoromethanesulfonate. [Pg.646]

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