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Trimethylsilyl trifluoromethanesulfonate has a variety of other specialized uses. It has been used to install tert-alkyl groups on phosphine (R = alkyl): [6] PH 3 + R 3 C–OAc + Me 3 SiOTf → [(R 3 C) 2 PH 2]OTf. Deprotection of Boc-protected amines can be achieved using trimethylsilyl trifluoromethanesulfonate and triethylamine or 2,6 ...
In organic chemistry, triflate (systematic name: trifluoromethanesulfonate), is a functional group with the formula R−OSO 2 CF 3 and structure R−O−S(=O) 2 −CF 3. The triflate group is often represented by −OTf, as opposed to −Tf, which is the triflyl group, R−SO 2 CF 3. For example, n-butyl triflate can be written as CH 3 CH 2 CH ...
tert-Butyldimethylsilyl chloride is an organosilicon compound with the formula (Me 3 C)Me 2 SiCl (Me = CH 3). It is commonly abbreviated as TBSCl or TBDMSCl. It is a chlorosilane containing two methyl groups and a tert-butyl group. As such it is more bulky that trimethylsilyl chloride. It is a colorless or white solid that is soluble in many ...
The tert-butyldiphenylsilyl group was first suggested as a protecting group by Hanessian and Lavallée in 1975. It was designed to supersede the use of Corey's tert-butyldimethylsilyl as a protecting group for alcohols:
Preparation of the trifluoromethyltrimethylsilane was reported by Ingo Ruppert in 1984. [11] In 1989, Prakash and Olah first reported activation of TMSCF 3 by fluoride to perform nucleophilic trifluoromethylation of carbonyl compounds. [12]
Triflyl group. In organic chemistry, the triflyl group (systematic name: trifluoromethanesulfonyl group) is a functional group with the formula R−SO 2 CF 3 and structure R−S(=O) 2 −CF 3.
A trimethylsilyl group (abbreviated TMS) is a functional group in organic chemistry.This group consists of three methyl groups bonded to a silicon atom [−Si(CH 3) 3], which is in turn bonded to the rest of a molecule.
Borane tert-butylamine; Borane–tetrahydrofuran; N-Bromosuccinimide; Burgess reagent; 1,4-Butanedithiol; Tert-Butanesulfinamide; Tert-Butyl hydroperoxide; N-tert-Butylbenzenesulfinimidoyl chloride; Tert-Butyldimethylsilyl chloride; N-Butyllithium; Tert-Butyllithium