107977-47-9

Upstream product

• 107977-45-7 (S)-((2R,3S)-2-Octyl-5-oxo-4-phenylsulfanylmethyl-tetrahydro-furan-3-yl)-(2-trimethylsilanyl-ethoxy)-acetic acid methyl ester 
• 107977-44-6 (R)-((2S,3R)-4-Methylene-2-octyl-5-oxo-tetrahydro-furan-3-yl)-(2-trimethylsilanyl-ethoxy)-acetic acid 
• 108-98-5 thiophenol 
• 107977-45-7 (R)-((2S,3R,4S)-2-Octyl-5-oxo-4-phenylsulfanylmethyl-tetrahydro-furan-3-yl)-(2-trimethylsilanyl-ethoxy)-acetic acid methyl ester 
• 107977-49-1 (S)-((2R,3S)-4-Methylene-2-octyl-5-oxo-tetrahydro-furan-3-yl)-(2-trimethylsilanyl-ethoxy)-acetic acid methyl ester 
• 107977-43-5 (+/-)-3-<<2-<2-(Trimethylsilyl)ethoxy>acetoxy>methyl>-5-octyl-2(5H)-furanone 
• 107996-92-9 α-methylene-β-hydroxy-γ-butyrolactone 
• 930-69-8 sodium thiophenolate 
• 107977-44-6 (2α,3β(R^*))-(+/-)-Tetrahydro-4-methylene-α-<2-(trimethylsilyl)ethoxy>-2-octyl-5-oxo-3-furanacetic acid 
• 107977-45-7 (2α,3β(R^*),4β)-(+/-)-Tetrahydro-α-<2-(trimethylsilyl)ethoxy>-2-octyl-5-oxo-4-<(phenylthio)methyl>-3-furanacetic acid methyl ester 
• 107977-51-5 (R)-Hydroxy-((2S,3S)-4-methylene-2-octyl-5-oxo-tetrahydro-furan-3-yl)-acetic acid 
• 107977-50-4 (2α,3β(R^*))-(+/-)-Tetrahydro-α-hydroxy-4-methylene-2-octyl-5-oxo-3-furanacetic acid methyl ester 

Downstream Products

• 33644-09-6 (-)-isoavenaciolide 
• 107977-48-0 (3S,3aR,4S,6aR)-4-Octyl-3-phenylsulfanylmethyl-dihydro-furo[3,4-b]furan-2,6-dione 
• 16993-42-3 (+/-)-isoavenaciolide 
• 107977-48-0 (3α,3aα,4β,6aα)-(+/-)-Dihydro-4-octyl-3-<(phenylthio)methyl>furo<3,4-b>furan-2,6(3H,4H)-dione 

Relevant academic research and scientific papers

Synthesis of Ethisolide, Isoavenaciolide, and Avenaciolide

Syntheses of the trio of related mold metabolites ethisolide (1), isoavenaciolide (2), and avenaciolide (3) in racemic and optically active forms are described.Glycolate Claisen rearrangements governed by chelation control of enolate geometry and diastere

TOTAL SYNTHESIS OF (+/-)-ISOAVENACIOLIDE AND (+/-)-AVENACIOLIDE

The antifungal mold metabolites isoavenaciolide (1b) and avenaciolide (1c) have been synthesized in racemic form a common precursor, α-methylene lactone 4, obtained via a glycolate ester enolate Claisen rearrangement.