98587-10-1

Upstream product

• 486990-21-0 (4S,5S)-3-butyl-4-hydroxy-5-methyltetrahydro-2-furanone 
• 1262286-18-9 (S,Z)-4-(n-butyltellanyl)oct-3-en-2-ol 
• 124-38-9 carbon dioxide 
• 22886-01-7 (S)-4-hydroxy-5-methylfuran-2(5H)-one 
• 693-02-7 hex-1-yne 
• 1119-58-0 oct-3-yn-2-one 
• 866538-06-9 (Z)-4-(n-butyltellanyl)oct-3-en-2-one 
• 866538-10-5 (RS)-(Z)-4-(n-butyltellanyl)oct-3-en-2-ol 
• 153204-23-0 (S)-3-butyl-4-<2-(methoxymethyl)-1-pyrrolidinyl>-2(5H)-furanone 
• 141214-69-9 (5S)-3-butyl-4-hydroxy-5-methyl-2(5H)-furanone 
• 78128-80-0 3-butyl-4-hydroxy-2(5H)-furanone 
• 106-70-7 methyl hexanoate 
• 486990-20-9 ethyl 2-butyl-3(E)-pentenoate 
• 24410-84-2 ethyl (2E)-pentenoate 

Downstream Products

• 214210-35-2 (3S,4R,5S)-3-butyl-4-(dimethylphenylsilyl)-4,5-dihydro-5-methyl-2(3H)-furanone 
• 214210-36-3 (3S,4R,5S)-4-(dimethylphenylsilyl)-3-hexyl-4,5-dihydro-5-methyl-2(3H)-furanone 

Relevant academic research and scientific papers

Organocatalytic enantiospecific total synthesis of butenolides

Biologically important, chiral natural products of butenolides, (-)-blastmycinolactol, (+)-blastmycinone, (-)-NFX-2, (+)-antimycinone, lipid metabolites, (+)-ancepsenolide, (+)-homoancepsenolide, mosquito larvicidal butenolide and their analogues were synthesized in very good yields in a sequential one-pot manner by using an organocatalytic reductive coupling and palladium-mediated reductive deoxygenation or organocatalytic reductive coupling and silica-mediated reductive deamination as the key steps.

Tellurium in organic synthesis: A general approach to buteno- and butanolides

The naturally occurring butanolides (-)-blastmycinolactol, (+)-blastmycinone, (-)-NFX-2, (+)-antimycinone as well as the four stereoisomers of the butenolide Acaterin were prepared in high enantiomeric purity using hydroxy-vinyl tellurides as starting mat

Tellurium in organic synthesis: A general approach to buteno- and butanolides

The naturally occurring butanolides (-)-blastmycinolactol, (+)-blastmycinone, (-)-NFX-2, (+)-antimycinone as well as the four stereoisomers of the butenolide Acaterin were prepared in high enantiomeric purity using hydroxy-vinyl tellurides as starting mat

Tellurium in organic synthesis: A general approach to buteno- and butanolides

The naturally occurring butanolides (-)-blastmycinolactol, (+)-blastmycinone, (-)-NFX-2, (+)-antimycinone as well as the four stereoisomers of the butenolide Acaterin were prepared in high enantiomeric purity using hydroxy-vinyl tellurides as starting mat

Tellurium in organic synthesis: A new approach to trisubstituted γ-butyrolactones with trans-trans relative stereochemistry. Total enantioselective synthesis of (-)-Blastmycinolactol, (+)-Blastmycinone, (-)-NFX-2, and (+)-Antimycinone

The total synthesis of (-)-Blastmycinolactol, (+)-Blastmycinone, (-)-NFX-2, and (+)-Antimycinone was accomplished in few steps in high yields and ee, starting from enantiomerically enriched (S)-Z-vinylic hydroxytellurides.

Sharpless AD strategy towards the γ-methyl butenolide unit of acetogenins: Enantioselective synthesis of butenolide I and II with mosquito larvicidal activity

A novel synthetic strategy toward the γ-methyl butenolides has been established based on Sharpless asymmetric dihydroxylation in high yields and good enantiopurity. The route could be expanded to the synthesis of α,γ-disubstituted butenolide units of naturally occurring annonaceous acetogenins. Utilizing this strategy, three simple natural products with butenolide segments were synthesized enantioselectively.

Elucidation of the stereostructure of the annonaceous acetogenin (+)-montecristin through total synthesis

Total syntheses of ent-5-epi-montecristin (1a) and of (-)-montecristin (1b) were accomplished. The stereocenters of compounds 1a and 1b were established by asymmetric dihydroxylations of the trans-configurated β,γ-unsaturated esters 6 (→4, up to 80% ee; S

Total asymmetric syntheses of (+)-blastmycinone and related γ-lactones

The freeze of the conformer was realized by the introduction of an alkyl substituent at α-position of tetronic acid using a readily available none C2 chiral auxiliary (SMP or RMP), and conducted the desired asymmetric γ- methylation. Its application to expeditious total syntheses of (+)- blastmycinone (1) and (-)-3-epi-blastmycinone (2), and to the first total synthesis of (+)-(3R,4R,5R)-4-acetoxy-5-methyl-3-tetradecyltetrahydro-2(5H)- furanone (3) was described.

An Expeditious Total Synthesis Of (+)-Blastmycinone

Asymmetric γ-methylation of tetronic acid using (S)-2-methoxymethylpyrrolidine as a chiral auxiliary and its application to the total synthesis of (+)-blastmycinone (1) were described