94204-13-4

Usage

InChI:InChI=1/C15H20O3/c1-8-5-4-6-15(3)11(8)7-10-9(2)14(17)18-12(10)13(15)16/h11-13,16H,1,4-7H2,2-3H3

Upstream product

• 3484-43-3 (+/-)-atractylon 
• 6466-81-5 3,8a-dimethyl-5-methylene-4a,5,6,7,8,8a-hexahydro-4H-naphtho[2,3-b]furan-2-one 
• 105631-43-4 (4'aS,8'aR)-8'a-Methyl-5'-methylene-octahydro-spiro[[1,3]dioxolane-2,2'-naphthalene] 
• 74842-03-8 (±)-ethyl (7S,8R)-7-methyl-7-vinyl-1,4-dioxaspiro[4.5]decane-8-carboxylate 
• 74842-02-7 (±)-ethyl (1R,2S)-2-methyl-4-oxo-2-vinylcyclohexane-1-carboxylate 
• 487-51-4 4-carbethoxy-3-methyl-2-cyclohexen-1-one 
• 3241-65-4 (+/-)-8a-methyl-5-methylene-octahydro-naphthalen-2(1H)-one 
• 1201-61-2 1,2,3,4,5,8-hexahydro-1-hydroxy-6-methoxynaphthalene 
• 2844-80-6 1,2,3,4,5,8-hexahydro-1-oxo-6-methoxynaphthalene 
• 3241-66-5 4aα,5,6,7,8,8a,9,9aβ-octahydro-3-methyl-5-methylenenaphtho<2,3-b>furan-2(4H)-one 
• 600151-49-3 6-methoxy-4a-methyl-1,2,3,4,4a,5,8,8a-octahydronaphthalen-1-one 
• 162657-45-6 6-methoxy-4a-methyl-1-(trimethylsilyloxy)-2,3,4,4a,5,8-hexahydronaphthalene 

Relevant academic research and scientific papers

A general, concise, 'collective' approach to eudesmanolide sesquiterpenoids: Total synthesis of bioactive atractylenolides I-IV and related natural products

Total synthesis of seven bioactive atractylenolide-type eudesmanolides from Hagemann's ester, following, a short, scalable, adaptable, and diversity oriented protocol, has been accomplished. This effort opens a gateway to access through synthesis an exceptionally potent and promising group of natural products and their congeners of contemporary interest.

Regioselectivity of dimerisation of butenolides via captodative stabilised radicaloid intermediates

The regioselective outcome observed during dimerisation of butenolides to dimeric structures via captodative stabilised radicaloids has been studied. The captodative stabilised radicaloids were generated by initial conversion of butenolides to chlorobutenolides via the corresponding hydroxybutenolides, followed by treatment with CoCl(PPh3)3.

Dimerization of butenolide structures. A biomimetic approach to the dimeric sesquiterpene lactones (±)-biatractylolide and (±)- biepiasterolide

The biomimetic synthesis of the bisesquiterpene lactones (±)-biatractylolide 1 and (±)-biepiasterolide 2 via dimerization of the captodative stabilized radical 8 is reported. Atractylon 7 has also been shown to be a possible intermediate during the biosynthesis of biatractylolide 1, biepiasterolide 2, atractylolide 3, and hydroxyatractylolide 4.

Biomimetic synthesis of biatractylolide and biepiasterolide

(Matrix presented) The biomimetic synthesis of the bisesquiterpenoids biatractylolide 1 and biepiasterolide 2 is reported.