- Highly diastereoselective synthesis of modified nucleosides via an asymmetric multicomponent reaction
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We have developed a practical synthesis of unique nucleoside derivatives via TiCl4 promoted multicomponent reaction of optically active dihydrofuran, ethyl pyruvate/glyoxylate, and a TMS protected nucleobase in a single-pot operation.
- Ghosh, Arun K.,Kass, Jorden
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supporting information; experimental part
p. 1218 - 1220
(2010/06/15)
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- Synthesis of nucleoside analogues bearing the five naturally occurring nucleic acid bases built on a 2-oxabicylo[3.1.0]hexane scaffold
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Hitherto unknown nucleoside analogues incorporating the five naturally occurring nucleic acid bases built on a 2-oxabicyclo[3.1.0]hexane template were synthesized. The synthesis of these new conformationally restricted nucleoside analogues involved the pr
- Gagneron, Julien,Gosselin, Gilles,Mathe, Christophe
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p. 6891 - 6897
(2007/10/03)
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- &α-L-ribo-Configured Locked Nucleic Acid (&α-L-LNA): Synthesis and Properties
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The syntheses of monomeric nucleosides and 3'-O-phosphoramidite building blocks en route to α-L-ribo-configured locked nucleic acids (α-L-LNA), composed entirely of α-L-LNA monomers (α-L-ribo configuration) or of a mixture of α-L-LNA and DNA monomers (β-D
- Soerensen, Mads D.,Kvaernoe, Lisbet,Bryld, Torsten,Hakansson, Anders E.,Verbeure, Birgit,Gaubert, Gilles,Herdewijn, Piet,Wengel, Jesper
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p. 2164 - 2176
(2007/10/03)
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- Structure and total synthesis of HF-7, a neuroactive glyconucleoside disulfate from the funnel-web spider Hololena curta
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Spider venom toxins have attracted considerable attention for their ability to block the action of excitatory amino acids such as glutamate and aspartate. A new neuroactive compound designated HF-7 was isolated in 1993 from the venom of a funnel-web spide
- McCormick, Jinping,Li, Yingbo,McCormick, Kevin,Duynstee, Howard I.,Van Engen, Anke K.,Van Der Marel, Gijs A.,Ganem, Bruce,Van Boom, Jacques H.,Meinwald, Jerrold
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p. 5661 - 5665
(2007/10/03)
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- Synthetic approaches to novel cis and trans dideoxynucleosides of the apiose family
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Stereoselective synthesis of the complete family of optically active dideoxygenated nucleosides of the apiose family have been developed. The chiral aldodiol system 7, a key intermediate in this synthesis, was prepared from the prochiral molecule 6, through the action of the lipase from Candida cylindracia. Approaches to novel enantiomeric and diastereoisomeric dideoxynucleosides containing the tetrahydrofuranethanol moiety have also been discovered. A key intermediate in this approach was the optically active trans-allyllactone 61, prepared from L-glutamic acid, and its isomerization product, the corresponding cis-allylbutyrolactone 62. The methodologies developed have generality and allow synthetic access to a wide variety of new nucleosides.
- Sells, Todd B.,Nair, Vasu
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p. 117 - 138
(2007/10/02)
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