289503-60-2

Upstream product

• 73143-43-8 (4S,5R)-4-O,5-O-cyclohexylidene-4,5-dihydroxycyclohex-2-en-1-one 
• 5720-07-0 4-methoxyphenylboronic acid 
• 1632146-87-2 (3aS,4S,7aR)-4-(4-methoxyphenyl)tetrahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexan]-6(3aH)-one 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 121651-99-8 (4S,5R)-4,5-O-isopropylidenedioxycyclohex-2-en-1-one 

Downstream Products

• 289628-48-4 (4S,5S)-4-tert-butyldimethylsilyloxy-1,2,3-trihydroxy-1,5-bis(4-methoxyphenyl)cyclohexane 
• 289503-65-7 (S)-3-(S)-1,4-Dioxa-spiro[4.5]dec-2-yl-1,3-bis-(4-methoxy-phenyl)-propan-1-ol 
• 289503-64-6 (3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1,3-bis-(4-methoxy-phenyl)-pentane-1,5-diol 
• 289503-66-8 (2S,3S)-(4E)-1,2-cyclohexylidenedioxy-3,5-bis(4-methoxyphenyl)pent-4-ene 
• 289503-62-4 (4R,5S)-4-tert-butyldimethylsilyloxy-1-hydroxy-1,5-bis(4-methoxyphenyl)cyclohex-2-en-1-ol 
• 289503-63-5 (2S,3S)-2-tert-butyldimethylsilyloxy-3,5-bis(4-methoxyphenyl)-5-oxopentanal 
• 135966-01-7 (2S,3S)-3,5-Bis(4-methoxyphenyl)pentane-1,2,5-triol 
• 136031-29-3 (-)-sugiresinol dimethyl ether 
• 289503-61-3 (4R,5S)-4-tert-butyldimethylsilyloxy-5-(4-methoxyphenyl)cyclohex-2-en-1-one 

Relevant academic research and scientific papers

Synthesis of hybrid natural product analogues with anti-tumour properties

High yielding and diastereoselective conjugate addition reactions of a (?)-quinic acid derived enone have provided access to a small library of hybrid analogues of the anti-tumour natural products antheminone A and COTC. The novel compounds were assessed

Serendipitous discovery of a cascade approach to perhydrodibenzofuranones related to the natural product incarviditone

The unexpected discovery of an eliminative deprotection and cyclodimerization cascade reaction sequence led to the preparation of a series of perhydrodibenzofuranones that bear a structural resemblance to the natural product incarviditone. One of the novel dimers was found to show significant antiproliferative activity towards a non-small-cell lung cancer cell line, and represents a useful lead compound for the discovery of more potent anti-cancer agents.Georg Thieme Verlag Stuttgart. New York.

Synthesis of (-)-sugiresinol dimethyl ether utilizing (-)-quinic acid

(-)-Sugiresinol dimethyl ether, a derivative of (-)-sugiresinol isolated from Cryptomeria japonica, was synthesized through 1,4-conjugate addition of arylmetal reagent to a substituted chiral 2-cyclohcxcn-1-one derived from (- )quinic acid.