The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-Methylfuran-2(3H)-one( cas:591-12-8 ) is researched.Name: 5-Methylfuran-2(3H)-one.Sakai, Takaaki; Hirashima, Shin-ichi; Matsushima, Yasuyuki; Nakano, Tatsuki; Ishii, Daiki; Yamashita, Yoshifumi; Nakashima, Kosuke; Koseki, Yuji; Miura, Tsuyoshi published the article 《Synthesis of Chiral γ,γ-Disubstituted γ-Butenolides via Direct Vinylogous Aldol Reaction of Substituted Furanone Derivatives with Aldehydes》 about this compound( cas:591-12-8 ) in Organic Letters. Keywords: hydroxymethyl butenolide regioselective diastereoselective enantioselective preparation; stereoselective vinylogous aldol addition butenolide aldehyde sulfonamide squaramide catalyst. Let’s learn more about this compound (cas:591-12-8).
In the presence of a quinine-derived squaramide-sulfonamide, aldehydes RCHO (R = 4-ClC6H4, 3-ClC6H4, 2-ClC6H4, 4-BrC6H4, 4-F3CC6H4, Ph, 4-MeC6H4, 4-MeOC6H4, 1-naphthyl, 2-naphthyl, 2-furanyl, cyclohexyl, BuCH2) underwent regioselective, diastereoselective, and enantioselective vinylogous aldol addition reactions with γ-substituted β,γ-butenolides such as γ-angelica lactone to yield anti-(hydroxymethyl)butenolides such as I (R = 4-ClC6H4, 3-ClC6H4, 2-ClC6H4, 4-BrC6H4, 4-F3CC6H4, Ph, 4-MeC6H4, 4-MeOC6H4, 1-naphthyl, 2-naphthyl, 2-furanyl, cyclohexyl, BuCH2) in up to 95% ee.
After consulting a lot of data, we found that this compound(591-12-8)Name: 5-Methylfuran-2(3H)-one can be used in many types of reactions. And in most cases, this compound has more advantages.
Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia