Efficient synthesis of fluorophosphonylated alkyles by ring-opening reaction of cyclic sulfates

被引：21

作者：

Diab, Sonia Amel ^{[1
]}

Sene, Aboubacary ^{[1
]}

Pfund, Emmanuel ^{[1
]}

Lequeux, Thierry ^{[1
]}

机构：

[1] Univ Caen Bosse Normandie, CNRS, Lab Chim Mol & Thioorgan, ENSICAEN,UMR 6507, F-14050 Caen, France

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 17期

关键词：

D O I：

10.1021/ol801443s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ring-opening reactions of functionalized 1,2-cyclic sulfates and oxetanes with the phosphonodifluoromethyl carbanion are reported. This approach allows an easy access to fluorinated beta-hydroxyphosphonates that are building blocks in the synthesis of acyclic nucleosides. Synthesis of precursors of nucleoside phosphorylase inhibitors from these alcohols is described.

引用

页码：3895 / 3898

页数：4

共 50 条

[41] Ring-opening of cyclic ethers by aluminum hydridotriphenylborate
Mukherjee, Debabrata
Osseili, Hassan
Khai-Nghi Truong
Spaniol, Thomas P.
Okuda, Jun
[J]. CHEMICAL COMMUNICATIONS, 2017, 53 (24) : 3493 - 3496
[42] EFFECT OF RING-OPENING ON THE MOS OF A CYCLIC POLYMER
MORTONBLAKE, DA
[J]. THEORETICA CHIMICA ACTA, 1979, 51 (02): : 85 - 95
[43] INVESTIGATIONS ON THE RING-OPENING POLYMERIZATION OF CYCLIC KETENACETALS
KLEMM, E
SCHULZE, T
[J]. MAKROMOLEKULARE CHEMIE-MACROMOLECULAR CHEMISTRY AND PHYSICS, 1993, 194 (07): : 2087 - 2094
[44] RING-OPENING POLYMERIZATION AND COPOLYMERIZATION OF CYCLIC CARBONATES
HOCKER, H
KEUL, H
KUHLING, S
HOVESTADT, W
[J]. MAKROMOLEKULARE CHEMIE-MACROMOLECULAR SYMPOSIA, 1991, 42-3 : 145 - 153
[45] Living ring-opening polymerization of cyclic thiocarbonate
Endo, T
Nemoto, N
Sanda, F
[J]. MACROMOLECULAR SYMPOSIA, 2003, 192 : 25 - 30
[46] Synthesis of Branched Dithiotrisaccharides via Ring-Opening Reaction of Sugar Thiiranes
Repetto, Evangelina
Manzano, Veronica E.
Laura Uhrig, Maria
Varela, Oscar
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (01): : 253 - 265
[47] Practical synthesis of chiral β-telluro amines by ring-opening reaction of aziridines
Vargas, Fabricio
Comasseto, Joao V.
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2009, 694 (01) : 122 - 126
[48] SYNTHESIS OF ALTERNATING COPOLYMALONAMIDES BY RING-OPENING POLYADDITION REACTION OF BISMALONIMIDE WITH DIAMINES
IMAI, Y
HIRUKAWA, H
[J]. POLYMER JOURNAL, 1973, 4 (01) : 93 - 99
[49] Zwitterionic Ring-Opening Polymerization: Models for Kinetics of Cyclic Poly(caprolactone) Synthesis
Brown, Hayley A.
Xiong, Silei
Medvedev, Grigori A.
Chang, Young A.
Abu-Omar, Mahdi M.
Caruthers, James M.
Waymouth, Robert M.
[J]. MACROMOLECULES, 2014, 47 (09) : 2955 - 2963
[50] β-diketiminate aluminium complexes:: synthesis, characterization and ring-opening polymerization of cyclic esters
Gong, Shaogang
Ma, Haiyan
[J]. DALTON TRANSACTIONS, 2008, 25 (25) : 3345 - 3357

← 1 2 3 4 5 →