Saimoto, Hiroyuki’s team published research in Bulletin of the Chemical Society of Japan in 1983-10-31 | 5455-94-7

Bulletin of the Chemical Society of Japan published new progress about Cyclization. 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Recommanded Product: 2,2,5,5-Tetramethyldihydrofuran-3(2H)-one.

Saimoto, Hiroyuki; Hiyama, Tamejiro; Nozaki, Hitosi published the artcile< Regiocontrolled formation of 4,5-dihydro-3(2H)-furanones from 2-butyne-1,4-diol derivatives. Synthesis of bullatenone and geiparvarin>, Recommanded Product: 2,2,5,5-Tetramethyldihydrofuran-3(2H)-one, the main research area is furanone dihydro; butynediol cyclization; bullatenone; geiparvarin.

Two new methods for selective hydration of 1,1,4-trisubstituted 2-butyne-1,4-diols (I) gave 4,5-dihydro-3(2H)-furanones. The first involves selective monoacetylation of the less hindered OH followed by Ag(I)-catalyzed rearrangement and cyclization. to give 3-acetoxy-2,2,5-trisubstituted 2,5-dihydrofurans (II) which on hydrolysis gave 2,2,5-trisubstituted 4,5-dihydro-3(2H)-furanones. Oxidation of II with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone gave 3(2H)-furanones. This method gave naturally occurring 3(2H)-furanones, e.g., bullatenone and geiparvarin. The second approach gave the opposite regioisomer, 2,5,5-trisubstituted 4,5-dihydro-3(2H)-furanones, from diols I by treating the diols with Hg/Nafion-H.

Bulletin of the Chemical Society of Japan published new progress about Cyclization. 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Recommanded Product: 2,2,5,5-Tetramethyldihydrofuran-3(2H)-one.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem