Rhenium-catalyzed regioselective synthesis of phenol derivatives from 1,3-diesters and terminal alkynes was written by Kuninobu, Yoichiro;Iwanaga, Takashi;Nishi, Mitsumi;Takai, Kazuhiko. And the article was included in Chemistry Letters in 2010.Application In Synthesis of malonic acid dibutyl ester This article mentions the following:
Treatment of malonates without a substituent at the active methylene moiety with terminal alkynes gave salicylates, e.g. I, regioselectively. In contrast, when malonates bearing a substituent at the active methylene moiety were used, cyclic 灏?keto esters, e.g. II, were generated regioselectively. Treatment of the formed cyclic 灏?keto esters with In(OTf)3 gave phenol derivatives, e.g. III, via decarboxylation. In the experiment, the researchers used many compounds, for example, malonic acid dibutyl ester (cas: 1190-39-2Application In Synthesis of malonic acid dibutyl ester).
malonic acid dibutyl ester (cas: 1190-39-2) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Application In Synthesis of malonic acid dibutyl ester
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics