72724-06-2

Upstream product

• 72724-09-5 4-(4-Benzyloxy-3-methoxyphenyl)-2-butanone dimethylhydrazone 
• 94272-47-6 (+)-(R)-4-(4-Benzyloxy-3-methoxyphenyl)-1-(4-methylphenylsulfinyl)-2-butanone dimethylhydrazone 
• 94272-48-7 (5R)-1-(4-Benzyloxy-3-methoxyphenyl)-5-hydroxy-4-(4-methylphenylsulfinyl)-3-decanone dimethylhydrazone 
• 94272-49-8 (R)-1-(4-Benzyloxy-3-methoxy-phenyl)-3-(dimethyl-hydrazono)-decan-5-ol 
• 127766-48-7 1-Benzyloxy-2-methoxy-4-(3-nitro-propyl)-benzene 
• 100-39-0 benzyl bromide 
• 57371-42-3 4-allyl-1-benzyloxy-2-methoxybenzene 
• 97-53-0 4-allylguaiacol 
• 1378032-34-8 3-(4-(benzyloxy)-3-methoxyphenethyl)-5-pentyl-4,5-dihydroisoxazole 
• 107487-01-4 (5-Pentyl-4,5-dihydro-isoxazol-3-ylmethyl)-phosphonic acid diethyl ester 
• 115495-60-8 3-[(E)-2-(4-Benzyloxy-3-methoxy-phenyl)-vinyl]-5-pentyl-4,5-dihydro-isoxazole 
• 39886-78-7 4-[4-(benzyloxy)-3-methoxyphenyl]butan-2-one 
• 66-25-1 hexanal 

Downstream Products

• 23513-14-6 (+/-)-[6]-gingerol 
• 72749-01-0 (R)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one 
• 39886-76-5 [6]-gingerol 

Relevant academic research and scientific papers

New scalable and eco-friendly synthesis of gingerols

Synthesis of 6-gingerol and its congeners 7- and 9-gingerols has been achieved from eugenol by a new scalable and eco-friendly protocol. The key steps are functionalization of eugenol to the nitro compound and its reaction under optimized condition with terminal alkenes to afford intermediate isoxazolines. The latter on catalytic hydrogenation in presence of Raney nickel afford corresponding gingerols in good yields.

CHIRAL LEWIS ACIDS FOR ENANTIOSELECTIVE C-C BOND FORMATION

The optically active Lewis acid 6 has been prepared and used in the enantioselective addition of enolsilanes and Me3SiCN to aldehydes.

ENOLBORONATES: NEW PRACTICAL REAGENTS FOR REGIOSELECTIVE ALDOL CONDENSATIONS.

Enolboronates, new enolates directly accessible from carbonyl compounds and giving aldol products regioselectively and in good yield with aliphatic and aromatic aldehydes, are described.

Asymmetric Synthesis of a β-Ketol Moiety via 3,5-Disubstitute Isoxazoles: Application to (+)-(S)--Gingerol

A new synthesis of (+/-)--gingerol (13), (+)-(S)--gingerol, and (+)-methyl--gingerol (12c) using 3,5-disubstituted isoxazoles as masked β-ketols, is described.Reductive fission of the labile N-O bond of the isoxazoles (8a) and (8b) gave the enami

3,5-Disubstituted Isoxazoles as a Latent Aldol Moiety: Application to the Synthesis of (+/-)--Gingerol

(+/-)--Gingerol (9) has been synthesized by a route involving the use of a 3,5-disubstituted isoxazole derivative as an equivalent of the sensitive β-hydroxyketone unit.