Synthesis of L- and D-beta-3'-Deoxy-3',3'-difluoronucleosides.
Both L- and D-beta-3'-deoxy-3',3'-difluoronucleosides were synthesized starting from the key intermediate difluorohomoallyl alcohol 11. Deoxo-Fluor was accidentally found to be efficient in reversing the hydroxyl configuration of 34, and the desired product 41 was provided in good yield.
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Science, 354 Fenglin Lu, Shanghai 200032, China.
Xiu-Hua
XH
Xu
Xiao-Long
XL
Qiu
Xingang
X
Zhang
Feng-Ling
FL
Qing
D000438:Alcohols / Q000737:chemistry*; D005466:Fluorocarbons / Q000138:chemical synthesis / Q000737:chemistry*; D008968:Molecular Conformation; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000438:Alcohols; C516100:D-beta-3'-Deoxy-3',3'-difluoronucleoside; D005466:Fluorocarbons; D009705:Nucleosides