157840-58-9

Upstream product

• 62594-18-7 4-bromo-5-methoxy-5H-furan-2-one 
• 2216-51-5 (-)-menthol 
• 68085-53-0 4-bromo-5-hydroxy-5H-furan-2-one 

Downstream Products

• 157840-63-6 (5S)-4-phenylthio-5-(l-menthyloxy)furan-2-(5H)-one 
• 220293-84-5 (5S)-5-Menthyloxy-4-vinylfuran-2(5H)-one 

Relevant academic research and scientific papers

Non-stabilized azomethine ylides in [3 + 2] cycloadditions. Pyrrolidinylfuranones from (5S)-5-menthyloxy-4-vinylfuran-2(5H)-one

Upon sonication with lithium fluoride in acetonitrile N-benzyl-N-methoxymethyl(trimethylsilylmethyl)amines 9a-c undergo chemoselective 1,3-dipolar cycloaddition with 4-vinylfuranones 2 and 6 to afford pyrrolidinylfuranones 10, 11a-c and 12a-c. The stereochemistry is assigned by X-ray analyses and proton NMR data comparison of related oxiranylfuranone 13.

Synthesis of New Homochiral Polyfunctionalized Furan-2(5H)-ones

The synthesis of enantio- and diastereomerically pure (5S)-4-bromo-5-(l-menthyloxy)furan-2(5H)-one (2) and a general method to obtain (5S)-4-alkylamino- and 4-alkylthio-5-(l-menthyloxy)furan-2(5H)-ones in very good yields are described.