1209406-82-5Relevant academic research and scientific papers
Comparison of the relative reactivities of the triisopropylsilyl group with two fluorous analogs
Sancho, Amador Garcia,Wang, Xiao,Sui, Bin,Curran, Dennis P.
body text, p. 1035 - 1040 (2009/12/05)
The relative stabilities of two fluorous analogs, diisopropyl(3,3,4,4,5,5, 6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)silyl and diisopropyl-(4,4,5,5,6, 6,7,7,8,8,9,9,10,10,11,11,11-heptadeca-fluoroundecyl)silyl [C8F 17(CH2)nSi(i-Pr)2, where n = 2 or 3], of the standard triisopropylsilyl (TIPS) group are compared in the setting of alcohol protection. The fluorous silyl groups can be installed under standard conditions in comparable yields to the TIPS group, but the derived fluorous silyl ethers are more labile than TIPS ethers towards cleavage by both acids and fluoride.
