Synthesis of (.alpha.,.alpha.-difluoroalkyl)phosphonates by displacement of primary triflates
作者:David B. Berkowitz、MariJean Eggen、Quanrong Shen、Darby G. Sloss
DOI:10.1021/jo00075a005
日期:1993.11
Simple primary alkyl triflates and those derived from several monosaccharides are cleanly displaced by diethyl (lithiodifluoromethyl)phosphonate to provide the corresponding (alpha,alpha-difluoroalkyl)phosphonates in minutes at -78-degrees-C.
Displacement of Sugar Triflates with C-Nucleophiles: D-Glucopyranose and D-Ribofuranose Chain Extension and Functionalization
作者:Quanrong Shen、Darby G. Sloss、David B. Berkowitz
DOI:10.1080/00397919408010152
日期:1994.6
-D-glucopyranoside 1 or 3-O-benzyl-1,2-O-isopropylidene-5-O-trifluoromethenesulfonyl-α-D-ribofuranoside 2 with a variety of functionalized C-nucleophiles in THF/HMPA leads to the corresponding chain-extended sugars in very good to excellent yields.