337903-22-7Relevant 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 (2000)
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.
Asymmetric synthesis of (3S) 3-benzoyloxymethylisobenzofuranone and its 3R enantiomer as analogues of α,β-butenolides
Len, Christophe,Sélouane, Abdelmajid,Weiling, Asa,Coicou, Fabien,Postel, Denis
, p. 663 - 666 (2007/10/03)
Both enantiomers of 3-benzoyloxymethylisobenzofuranone have been obtained in good yield in six steps from phthalaldehyde using a D-xylose derivative as a chiral protecting group. The two chiral heterocycles are γ-hydroxymethyl-α,β-butenolide analogues hav
On the origin of the facial selectivity of the Sharpless asymmetric dihydroxylation of styrene derivatives
Moitessier, Nicolas,Henry, Christophe,Len, Christophe,Postel, Denis,Chapleur, Yves
, p. 25 - 34 (2007/10/03)
Xylose/styrene-based substrates were reacted with Sharpless asymmetric dihydroxylation reagents AD-mix α and AD-mix β. Unlike the previously reported xylose allyl ether, the saccharide unit did not affect the stereochemical outcome of the reaction. Asymme
