76526-48-2Relevant academic research and scientific papers
Ruthenium-Catalyzed Cyclocarbonylation of Allenyl Alcohols and Amines: Selective Synthesis of Lactones and Lactams
Yoneda, Eiji,Zhang, Shi-Wei,Zhou, Da-Yang,Onitsuka, Kiyotaka,Takahashi, Shigetoshi
, p. 8571 - 8576 (2007/10/03)
Allenyl alcohols such as 4-hydroxybuta-1,2-dienes and 5-hydroxypenta-1,2-dienes having a variety of substituents undergo cyclocarbonylation in the presence of a ruthenium catalyst under mild conditions selectively to give five- and six-membered lactones in a high yield with 100% atom economy. 5-Aminopenta-1,2-dines are also cyclocarbonylated to give γ-lactams. A possible carbonylation mechanism involving a ruthenium cluster intermediate is proposed on the basis of experimental results.
Ruthenium-catalyzed cyclic carbonylation of allenyl alcohols. Selective synthesis of γ- and δ-lactones
Yoneda, Eiji,Kaneko, Takayuki,Zhang, Shi-Wei,Onitsuka, Kiyotaka,Takahashi, Shigetoshi
, p. 441 - 443 (2007/10/03)
(Formula presented) Ruthenium complex-catalyzed carbonylation of allenyl alcohols quantitatively gave cyclic carbonyl compounds, γ- and δ-lactones, in which the hydroxy group of allenyl alcohols participated in the cyclization. A wide variety of allenyl alcohols, such as mono-, di-, and trisubstituted alcohols, can be used in this reaction to produce 3- and 4-substituted γ-lactones. Similarly, the cyclic carbonylation of 3,4-pentadien-1-ol 10a and 2-methyl-4,5-hexadien-2-ol 11a gave δ-lactones, 5,6-dihydro-3-methyl-2H-pyran-2-one 10b, and 5,6-dihydro-6,6-dimethyl-3-methyl-2H-pyran-2-one 11b, respectively, in a quantitative yield.
Synthesis of 4-Substituted 2-Methyltetronic Acid Derivatives
Yamada, Takateru,Hagiwara, Hisahiro,Uda, Hisashi
, p. 838 - 839 (2007/10/02)
Condensation of the carbanion derived from methyl (E)-3-methoxy-2-methylprop-2-enoate with aldehydes provides a one step synthesis of 4-substituted methyl 2-methyltetronates, which are transformed into the free acids and 4-alkylidene derivatives.
