124575-13-9Relevant academic research and scientific papers
Asymmetric synthesis of carbocyclic pyrimidine nucleosides via π-allylpalladium complex
Shi,Schinazi
, p. 1367 - 1370 (2007/10/03)
Racemic and enantiomerically pure carbocyclic pyrimidine nucleosides were synthesized efficiently by a convergent approach using Trost nucleophilic addition of π-allylpalladium complexes.
π-Allylpalladium formation from allylic amines via N,N-ditosylimides and N-tosylamides: Efficient synthesis of the antiviral agent carbovir
Jung,Rhee
, p. 4719 - 4720 (2007/10/02)
Allylic amines can be easily converted into their N,N-ditosylimides or N-tosylamides which are sufficiently good leaving groups to afford π-allylpalladium complexes and, hence, with nucleophiles, new allylic systems with retention of configuration. The synthetic utility of this process has been demonstrated by an efficient synthesis of the antiviral agent (±)-carbovir (1) from cyclopentadiene in only seven steps and 13% overall yield.
Synthesis of carbocyclic nucleosides from 2-azabicyclo[2.2.1]hept-5-en-3-ones: Sodium borohydride-mediated carbon-nitrogen bond cleavage of five- and six-membered lactams
Katagiri,Muto,Nomura,Higashikawa,Kaneko
, p. 1112 - 1122 (2007/10/02)
Various carbocyclic ribofuranosyl nucleosides were stereoselectively synthesized through a small number of steps from 2-azabicyclo[2.2.1]hept-5-en-3-ones by the use of sodium borohydride-mediated C-N bond cleavage as a key step. Ready availability of a no
STEREOSPECIFIC SYNTHESIS OF CARBOCYCLIC NUCLEOSIDES FROM 2-AZABICYCLO-HEPTAN-3-ONES VIA SODIUM BOROHYDRIDE MEDIATED CARBON-NITROGEN BOND CLEAVAGE
Katagiri, Nobuya,Muto, Makoto,Kaneko, Chikara
, p. 1645 - 1648 (2007/10/02)
New synthons for carbocyclic nucleosides have been synthesized from 2-azabicyclohept-5-en-3-one readily available from cyclopentadiene, through introduction of an electron-withdrawing substituent at the 2-position followed by reduction with sodium
