(+)-(2R)-Mesifuran - burnt, intensive caramel Flavor threshold = 0.4 ppb (for the racemate) = (+)-(2R)-2,5-dimethyl-4-methoxy-3(2H)-furanone (DMMF) Ref: Yoshihiro Yaguchi, Atsufumi Nakahashi, Nobuaki Miura, Daisuke Sugimoto, Kenji Monde, and Makoto Emura, Stereochemical Study of Chiral Tautomeric Flavorous Furanones by Vibrational Circular Dichroism, Org. Lett., ASAP Article, 10.1021/ol801966t, Web Release Date: September 26, 2008; Makoto Emura, Yoshihiro Yaguchi, Atsufumi Nakahashi, Daisuke Sugimoto, Nobuaki Miura and Kenji Monde, Stereochemical Studies of Odorous 2-Substituted-3(2H)-furanones by Vibrational Circular Dichroism, J. Agric. Food Chem., 2009, 57 (21), pp 9909–9915

(-)-(2S)-Mesifuran - lactone, coumarin like, no caramelic odor Flavor threshold = 0.4 ppb (for the racemate) = (-)-(2S)-2,5-dimethyl-4-methoxy-3(2H)-furanone (DMMF) Ref: Yoshihiro Yaguchi, Atsufumi Nakahashi, Nobuaki Miura, Daisuke Sugimoto, Kenji Monde, and Makoto Emura, Stereochemical Study of Chiral Tautomeric Flavorous Furanones by Vibrational Circular Dichroism, Org. Lett., ASAP Article, 10.1021/ol801966t, Web Release Date: September 26, 2008; Makoto Emura, Yoshihiro Yaguchi, Atsufumi Nakahashi, Daisuke Sugimoto, Nobuaki Miura and Kenji Monde, Stereochemical Studies of Odorous 2-Substituted-3(2H)-furanones by Vibrational Circular Dichroism, J. Agric. Food Chem., 2009, 57 (21), pp 9909–9915

Ionones, Irones, Damascones & Structurally Related Odorants

Acyclics (Alcohols, Esters, Acids, Aldehydes)

Lactones & Furanones

Sesquiterpenoid Related Odorants