127253-14-9

Upstream product

• 120263-07-2 (5S)-5-<(+)-menthyloxy>-4-methyl-2(5H)furanone 
• 40834-42-2 5-hydroxy-4-methyl-5H-furan-2-one 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 127158-55-8 (4R,5R)-5-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxy)-4-(tris-methylsulfanyl-methyl)-dihydro-furan-2-one 
• 122079-45-2 (-)-(5R)-5-((-)-menthyl)oxy-2<5H>-furanone 
• 127158-55-8 4(R)5(R)-4-(trismethylthiomethyl)-5-(l-menthyloxy)-butyrolactone 
• 112968-75-9 (5R)-(L-menthyloxy)-2(5H)-furanone 
• 917-54-4 methyllithium 
• 2216-51-5 (-)-menthol 

Downstream Products

• 2938-98-9 (R)-2-methylbutane-1,4-diol 
• 127253-15-0 (2R,3R)-2,3-dimethyl-butane-1,4-diol 
• 120329-64-8 (R)-2-methylbutane-1,4-diol dibenzoate 

Relevant academic research and scientific papers

Conjugate addition of organocopper reagents to γ-alkoxybutenolides and application to the synthesis of non-racemic alkyl cyclopentenones

Simple organocopper reagents are shown to undergo anti-stereoselective 1,4-addition to menthyloxy-substituted lactone 1 in the presence of BF 3·OEt2; the Lewis acid causes partial epimerisation of the acetal centre after conjugate addition. Enolate alkylation of the adducts leads to di- and trisubstituted lactones that are converted, in favourable cases, into di- and trisubstituted cyclopentenones.

Asymmetric 1,4-additions to γ-menthyloxybutenolides. Part IV. Two enantioselective syntheses of 2-methyl-1,4-butanediol

Based on the asymmetric Michael addition to 5(R)- and 5(S)-menthyloxy-2[5H]-furanone two new syntheses of enantiomerically pure R- and S-2-methyl-1,4-butanediol are described.

ASYMMETRIC 1,4-ADDITIONS TO γ-MENTHYLOXYBUTENOLIDES. ENANTIOSPECIFIC SYNTHESIS OF CHIRAL 1,4-BUTANEDIOLS.

Optically active methyl-substituted butanediols and γ-lactones were prepared from γ-menthyloxy-2--furanone.