1242430-87-0

Upstream product

• 1350803-13-2 1-(2-hydroxy-5-methoxy-4-methylphenyl)prop-2-en-1-one 
• 1350803-14-3 1-(2-Hydroxy-5-methoxy-4-methylphenyl)-3-(phenylthio)propan-1-one 
• 1350803-25-6 C₂₂H₂₆O₅S 
• 1350803-16-5 tert-butyl (2-(1-hydroxy-3-(phenylthio)propyl)-4-methoxy-5-methylphenyl) carbonate 
• 1350803-17-6 (2R,2'S,4S,5'S)-6-methoxy-5',7-dimethyl-2'-phenethyl-4-(2-(phenylthio)ethyl)spiro[chroman-2,4'-[1,3]dioxolane] 
• 1350803-18-7 (S)-1-((2R,4S)-6-methoxy-7-methyl-4-(2-(phenylthio)ethyl)chroman-2-yl)ethanol 
• 1350803-20-1 2-((2R,4S)-6-methoxy-7-methyl-4-vinylchroman-2-yl)propan-2-ol 
• 1368604-15-2 C₁₂H₁₄O₃ 
• 24599-58-4 2,5-dimethoxy toluene 

Relevant academic research and scientific papers

Total syntheses of ent-heliespirones A and C

Stereodivergent total syntheses of ent-heliespirone A and C were both completed in 11 vessels and ～24% combined overall yield (A + C). These syntheses employed an identical inverse demand Diels-Alder reaction between a surrogate for an extendedly conjugated γ-δ unsaturated ortho-quinone methide and l-lactic-acid-derived exocyclic enol ether. Novel reactions of special note include a diastereoselective reduction of a chroman spiroketal by combination of borontrifluoride etherate and triethyl silane, along with oxidative rupture of a chroman etherial ring into the corresponding p-quinone by argentic oxide (AgO). In addition, an unusual intramolecular etherification of a 3° alcohol caused by cerium ammonium nitrate was observed.