Highly diastereoselective synthesis of modified nucleosides via an asymmetric multicomponent reaction.
We have developed a practical synthesis of unique nucleoside derivatives via TiCl(4) promoted multicomponent reaction of optically active dihydrofuran, ethyl pyruvate/glyoxylate, and a TMS protected nucleobase in a single-pot operation.
Ghosh
Arun K
AK
Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907, USA. akghosh@purdue.edu
Kass
Jorden
J
D018360:Crystallography, X-Ray; D005663:Furans / Q000138:chemical synthesis / Q000737:chemistry; D006038:Glyoxylates / Q000138:chemical synthesis / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D011773:Pyruvates / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
D005663:Furans; D006038:Glyoxylates; D009705:Nucleosides; D011773:Pyruvates; C046522:ethyl pyruvate; C031150:glyoxylic acid
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