837428-39-4

Upstream product

• 155897-13-5 (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl (2E)-3-[(2R)-3,4-dihydro-2H-pyran-2-yl]acrylate 
• 155795-47-4 (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl (2E)-3-[(2R)-3,4-dihydro-2H-pyran-2-yl]acrylate 
• 155795-46-3 [bis(2,2,2-trifluoroethoxy)phosphoryl]acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester 
• 7396-44-3 benzyl diethylphosphonoacetate 
• 100-73-2 acrolein dimer 
• 837428-45-2 (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl (2E)-3-[(2R)-6-hydroxytetrahydro-2H-pyran-2-yl]acrylate 
• 1499-21-4 Diphenylphosphinic chloride 
• 837428-37-2 10-benzyl 1-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl] (2E,4R,8E)-4-hydroxydeca-2,8-dienedioate 

Downstream Products

• 837428-24-7 10-benzyl 1-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl] (2E,4R,8E)-4-[2-(trimethylsilyl)ethoxy]deca-2,8-dienedioate 
• 837428-43-0 (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl (4R,10R)-10-hydroxy-12-(trimethylsilyl)-4-[2-(trimethylsilyl)ethoxy]dodec-11-ynoate 
• 837428-41-8 (4R)-4-[2-(trimethylsilyl)ethoxy]decanedioic acid 1-[(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl] ester 
• 837428-47-4 (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl (4R)-10-hydroxy-4-[2-(trimethylsilyl)ethoxy]decanoate 
• 837428-42-9 (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl (4R)-10-oxo-4-[2-(trimethylsilyl)ethoxy]decanoate 

Relevant academic research and scientific papers

Divergence en route to nonclassical annonaceous acetogenins. Synthesis of pyranicin and pyragonicin

Syntheses of the nonclassical annonaceous acetogenins, pyranicin, and pyragonicin from common late-stage intermediates are presented. The construction of key elements relies on asymmetric HWE reactions, including the desymmetrization of a meso-dialdehyde

Total synthesis of pyranicin

(Chemical Equation Presented) A stereocontrolled convergent synthesis of the annonaceous acetogenin pyranicin (1) is presented. Asymmetric Horner-Wadsworth-Emmons (HWE) reactions were used to access key intermediates. The tetrahydropyran derivative 2 was