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Upstream product

• 106-24-1 Geraniol 
• 121400-97-3 (2R,5R)-2-<(S)-1-<(tert-butyldimethylsilyl)oxy>-4-hydroxybutyl>tetrahydro-5-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-2-methylfuran 
• 121400-98-4 (S)-4-(tert-Butyl-dimethyl-silanyloxy)-4-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butyraldehyde 
• 121401-04-5 Methanesulfonic acid (1S,2R)-2-hydroxy-1-{(S)-3-hydroxy-3-[(2S,5R,2'R,5'R)-5'-((S)-1-hydroxy-1,5-dimethyl-hex-4-enyl)-2'-methyl-octahydro-[2,2']bifuranyl-5-yl]-butyl}-2,6-dimethyl-hept-5-enyl ester 
• 121400-94-0 (2R,5R)-tetrahydro-2-<(E)-(1S,8S,9R)-1-hydroxy-8,9-bis(methoxymethoxy)-5,9,13-trimethyltetradeca-4,12-dienyl>-5-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-2-methylfuran 
• 132298-83-0 (2R,5R)-2-<(E)-(1S,8S,9R)-1-<(tert-butyldimethylsilyl)oxy>-8,9-bis(methoxymethoxy)-5,9,13-trimethyltetradeca-4,12-dienyl>tetrahydro-5-<(S)-1-(methoxymethoxy)-1,5-dimethylhex-4-enyl>-2-methylfuran 
• 1449689-16-0 tert-butyl ((R)-2-((2S,2'R,2''R,5S,5'S,5''R)-2,2''-dimethyl-5''-((trimethylsilyl)ethynyl)dodecahydro[2,2':5',2''-terfuran]-5-yl)-2-hydroxypropyl)carbonate 
• 1449689-18-2 1-((2R,2'S,2''S,5R,5'R,5''S)-5''-((R)-1,2-dihydroxypropan-2-yl)-2,2''-dimethyldodecahydro[2,2':5',2''-terfuran]-5-yl)ethanone 
• 1449689-22-8 C₂₀H₃₆O₇ 
• 1449689-24-0 C₂₀H₃₂O₅ 
• 2622-05-1 allylmagnesium bromide 
• 1449689-19-3 (R)-2-((2S,2'R,2''R,5S,5'S,5''R)-5''-ethynyl-2,2''-dimethyldodecahydro[2,2':5',2''-terfuran]-5-yl)propane-1,2-diol 
• 1449689-23-9 (R)-2-((2S,2'R,2''R,5S,5'S,5''R)-2,2''-dimethyl-5''-(prop-1-en-2-yl)dodecahydro[2,2':5',2''-terfuran]-5-yl)propane-1,2-diol 
• 1361966-04-2 C₃₀H₅₀O₄ 

Relevant academic research and scientific papers

Epoxide-opening cascades triggered by a Nicholas reaction: Total synthesis of teurilene

Natural inspiration: Based on the biosynthesis of squalene-derived polyethers, a total synthesis of teurilene is described. The carbocation formation in the Nicholas reaction serves to control the initiation of a polyepoxide ring-opening cascade. The three furan rings present in teurilene were obtained in excellent yield in one step. Boc=tert-butoxycarbonyl, TMS=trimethylsilyl. Copyright

Biomimetic epoxide-opening cascades of oxasqualenoids triggered by hydrolysis of the terminal epoxide

The biomimetic epoxide-opening cascades from squalene polyepoxides 4-6 to triterpene polyethers (oxasqualenoids) teurilene (1), glabrescol (2), and omaezakianol (3), respectively, were reproduced in a single event by chemical reaction. These cascades proceeded through the 5-exo tandem cyclization triggered by Bronsted acid-catalyzed hydrolysis of the terminal epoxide, mimicking the direct hydrolysis mechanism of epoxide hydrolases.

Effective combination of two-directional synthesis and rhenium(VII) chemistry: Total synthesis of meso polyether teurilene

The efficient total synthesis of the cytotoxic meso polyether teurilene (1), rarely occurring in nature, has been achieved through the effective combination of the concept of two-directional synthesis and the rapidly progressing rhenium(VII) chemistry. In

Total Synthesis of the meso-Triterpene Polyether Teurilene

The first total synthesis of the triterpene ether teurilene (1) has been accomplished utilizing two vanadium(V)-catalyzed oxidation-cyclization reactions with different stereoselectivities.The synthesis involved stereoselective and step-by-step constructi

Total Synthesis of meso-Triterpene Ether, Teurilene

A marine triterpene, teurilene, whose molecule has meso form, was totally synthesized emploing chiral assemblies.