{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Sancho AG"],"funding":["NIGMS NIH HHS"],"pagination":["1035-1040"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC2772155"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["351(7-8)"],"pubmed_abstract":["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 [C(8)F(17)(CH(2))(n)Si(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."],"journal":["Advanced synthesis & catalysis"],"pubmed_title":["Comparison of the Relative Reactivities of the Triisopropylsilyl Group With Two Fluorous Analogs."],"pmcid":["PMC2772155"],"funding_grant_id":["R37 GM033372","R37 GM033372-26","P50 GM067082-06","P50 GM067082"],"pubmed_authors":["Sui B","Sancho AG","Curran D","Wang X"],"additional_accession":[]},"is_claimable":false,"name":"Comparison of the Relative Reactivities of the Triisopropylsilyl Group With Two Fluorous Analogs.","description":"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 [C(8)F(17)(CH(2))(n)Si(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.","dates":{"release":"2009-01-01T00:00:00Z","publication":"2009 May","modification":"2025-04-26T14:26:37.647Z","creation":"2019-03-27T00:26:19Z"},"accession":"S-EPMC2772155","cross_references":{"pubmed":["20160880"],"doi":["10.1002/adsc.200900061"]}}