Synthesis of nucleoside analogues using acyclic diastereoselective reactions

This is the authors' abstract. We don't add key points for this paper.

The design of novel xylo-like nucleoside analogues bearing a C3' all-carbon quaternary center and a C2'hydroxy substituent is described.Synthesis of this scaffold makes use of highly diastereoselective transformations on acyclic substrates.Central to the approach is formation of a 2,4-syn cyanohydrin from cyanide addition onto an aldehyde through a proposed seven-membered ring chelate using a bidentate Lewis acid.In addition, a highly diastereoselective Mukaiyama aldol reaction, an intramolecular radical atom cyclization, and thioaminal formation are used to generate this novel molecule.A series of related nucleoside analogues are being tested as antiviral and anticancer agents.