88390-62-9

Upstream product

• 74410-55-2 methyl 4,6-O-(R)-benzylidene-2-O-methyl-α-D-altropyranoside 
• 66537-92-6 methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside 

Downstream Products

• 88390-61-8 methyl 4,6-O-benzylidene-2-O-methyl-α-D-arabino-hexopyranosid-3-ulose 
• 77516-59-7 (2R,4aR,6S,7S,8S,8aS)-6,7-Dimethoxy-8-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 
• 77516-59-7 (2R,4aR,6S,7S,8R,8aS)-6,7-Dimethoxy-8-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 

Relevant academic research and scientific papers

New mannose-derived ketones as organocatalysts for enantioselective dioxirane-mediated epoxidation of arylalkenes. Part 3: Chiral ketones from sugars

New d-arabino-hexopyranosid-3-uloses were synthesized by a simple method from mannopyranoside derivatives. The common skeleton possesses a tunable alkoxy group as steric sensor on carbon 2 of the sugar. The new ketones were employed in the dioxirane-mediated epoxidation of a range of trans- and trisubstituted arylalkenes giving enantiomeric excesses from low to good (30-90%). The effect of the size of the steric sensor on the enantioselectivity was also studied. The least bulky group (methoxy group) enhanced the stereoselectivity (up to 90% ee toward triphenylethylene).