177032-63-2Relevant academic research and scientific papers
3-vinyl-2,5-dihydrofuran derivatives via enyne metathesis
Rodriguez-Fernandez, M. Mercedes,Vuong, Sophie,Renoux, Brigitte,Len, Christophe
, p. 1703 - 1706 (2007)
Acyclic enynes having the alkyne moiety directly connected to the asymmetric carbon atom of an acetal were obtained in two steps. These reactive substrates were then subjected to ruthenium-catalyzed enyne metathesis to produce (5-ethoxy-4-vinyl-2,5-dihydr
Synthesis of 3-vinyl-2,5-dihydrofuran ring system via enyne metathesis
Vuong, Sophie,Mercedes Rodriguez-Fernandez,Renoux, Brigitte,Len, Christophe
, p. 324 - 329 (2010)
An efficient route, starting from but-3-en-1,2-diol, is described to synthesize racemic diastereoisomeric (5-ethoxy-4-vinyl-2,5-dihydrofuran-2-yl) methanol derivatives. Acyclic enyne intermediates having the alkyne moiety directly connected to the asymmet
A modular approach to aryl-C-ribonucleosides via the allylic substitution and ring-closing metathesis sequence. A stereocontrolled synthesis of all four α-/β- and D-/L-C-nucleoside stereoisomers
Stambasky, Jan,Kapras, Votech,Stefko, Martin,Kysilka, Ondrej,Hocek, Michal,Malkov, Andrei V.,Kocovsky, Pavel
experimental part, p. 7781 - 7803 (2011/12/14)
Iridium(I)-catalyzed allylation of the enantiopure monoprotected copper(I) alkoxide, generated from (S)-5a, with the enantiopure allylic carbonates (R)-9a,b has been developed as the key step in a new approach to C-nucleoside analogues. The anomeric cente
Enantioselective synthesis of cyclic, quaternary oxonitriles
Guenes, Yakup,Polat, M. Fatih,Sahin, Ertan,Fleming, Fraser F.,Altundas, Ramazan
supporting information; experimental part, p. 7092 - 7098 (2010/12/24)
Quaternary oxonitriles are stereoselectively generated from the union of five-, six-, and seven-membered 2-chloroalkenecarbonitriles with chiral alcohols via a Claisen rearrangement. The strategy rests on a new conjugate addition-elimination of allylic alkoxides to 2-chlorocycloalkenecarbonitriles to afford substituted 2-alkoxyalkenenitriles. Subsequent thermolysis unmasks a cyclic oxonitrile while selectively forming a new quaternary center with enantiomeric ratios typically greater than 9:1. The overall alkylation strategy addresses the challenge of enantioselectively generating hindered, quaternary centers while simultaneously installing ketone, nitrile, and olefin functionalities.
A chemoenzymatic approach to the synthesis of the stereoisomers of a β-adrenergic receptor antagonist
Dallanoce, Clelia,De Amici, Marco,Carrea, Giacomo,Secundo, Francesco,Castellano, Sabrina,De Micheli, Carlo
, p. 2741 - 2751 (2007/10/03)
The four stereoisomers of Δ2-isoxazoline 2, a β-adrenergic receptor antagonist structurally related to Falintolol 1, were prepared by an enzyme-catalyzed kinetic resolution of the unsaturated secondary alcohol (±)-7 followed by its cycloadditio
Synthesis of 1',2'-Seco Analogues of Dideoxy Didehydro Nucleosides as Potential Antiviral Agents
Azymah, Muhammad,Chavis, Claude,Lucas, Marc,Imbach, Jean-Louis
, p. 1561 - 1563 (2007/10/02)
The racemic 1',2'-seco analogues of dideoxy didehydro nucleosides have been synthesized via a six-step chemical sequence.In this way (+/-)-1-thymine 3d or cytosine 3b and (+/-)-9-
