Trifluoromethanesulfomc acid

FLUORINECOMPOUNDS,ORGANIC - PERFLUOROALKANESULFONICACIDS] (Volll) Trifluoromethanesulfomc acid [1493-13-6]... 

Benzyl 2,2,2-trichloroacetimidate (bp 106-114 °C/0.07 kPa) alkylates alcohols in the presence of trifluoromethanesulfomc acid.311 Esters, imides, isopropylidene and benzylidene acetals are unaffected. This method allows the formation of benzyl ethers in molecules that are base-sensitive. In the example [Scheme 4,167],312 benzylation of the P-hydroxy ester 167.1.1 under the usual basic conditions would lead to retro-aldol reactions and/or elimination. A synthesis of the cellular messenger L-a-phosphatidyl-D-myo-inositol 3,4-bisphosphate exemplifies the use of trityl cation-promoted benzylation of two adjacent hydroxyls [Scheme 4.168].313314... 

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See also in sourсe #XX -- [ , , ]

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