337903-25-0Relevant academic research and scientific papers
Facile separation of chiral 1,3-dihydrobenzo[c]furan derivatives using a D-xylose moiety as a protecting group
Ewing, David F.,Len, Christophe,Mackenzie, Grahame,Ronco, Gino,Villa, Pierre
, p. 4995 - 5002 (2007/10/03)
1,2-O-Isopropylidene-α-D-xylofuranose has been used to protect one aldehyde group of o-phthalaldehyde. This chiral protecting group acts as a resolving agent and this leads to separable diastereoisomers when a new stereogenic centre is created by the conversion of the second aldehyde group to a benzyloxyhydroxyethyl chain. These separated diastereoisomers were cyclised to 1,3-dihydrobenzo[c]furans with retention of chiral integrity at the C3 site thus allowing further elaboration to enantiomerically pure nucleoside analogues.
