Continuous Flow Photochemistry for the Rapid and Selective Synthesis of 2’-Deoxy and 2’,3’-Dideoxynucleosides

Continuous Flow Photochemistry for the Rapid and Selective Synthesis of 2’-Deoxy and 2’,3’-Dideoxynucleosides http://www.publish.csiro.au/nid/51/paper/CH12426.htm

Bo Shen and Timothy F. Jamison Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA, 02139, USA.
Australian Journal of Chemistry – http://dx.doi.org/10.1071/CH12426
Published online: 19 November 2012

http://www.publish.csiro.au/nid/51/paper/CH12426.htm

With the development of a new photochemical flow reactor, a multi-step sequence in continuous flow afforded deoxynucleoside drugs in high efficiency.

A new photochemical flow reactor has been developed for the photo-induced electron-transfer deoxygenation reaction to produce 2′-deoxy and 2′,3′-dideoxynucleosides. The continuous flow format significantly improved both the efficiency and selectivity of the reaction, with the streamlined multi-step sequence directly furnishing the highly desired unprotected deoxynucleosides.

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