Anderl, Timo and Audouard, Christophe and Miah, Afjal and Percy, Jonathan M. and Rinaudo, Giuseppe and Singh, Kuldip. (2009) Syntheses of difluorinated carbasugar phosphates from trifluoroethanol. Organic and Biomolecular Chemistry, 7 (24). pp. 5200-5206. ISSN 1477-0520Full text not available in this repository. (Request a copy from the Strathclyde author)
Difluorinated cyclohexene diols (prepd. from trifluoroethanol) can be elaborated to racemic analogs of phosphorylated sugars via regioselective protection and phosphorylation of the exposed C-1 hydroxyl group. Cis-diol protection was achieved using stannylene methodol., though the regioselectivity depended on the orientation of the Me group at C-5. UpJohn dihydroxylation is effective with the phosphotriester in place and global deprotection to the tetrol monophosphates I (R1 = OH, R2 = H; R1 = H, R2 = OH) is efficient.
|Keywords:||trifluoroethanol , difluorinated carbasugar phosphates , phosphorylated sugars , monophosphates, Chemistry, Biochemistry, Organic Chemistry, Physical and Theoretical Chemistry|
|Subjects:||Science > Chemistry|
|Department:||Faculty of Science > Pure and Applied Chemistry|
|Depositing user:||Pure Administrator|
|Date Deposited:||24 Oct 2011 12:37|
|Last modified:||04 May 2016 20:28|