Organocatalyzed Asymmetric Tandem Intramolecular oxa-Michael Addition/Electrophilic Thiocyanation: Synthesis of Chiral α-Thiocyanato Flavanones was written by Gao, Yong;Fu, Zhenda;Wu, Di;Yin, Hongquan;Chen, Fu-Xue. And the article was included in Asian Journal of Organic Chemistry in 2022.Synthetic Route of C9H10O3 This article mentions the following:
An efficient bifunctional cinchona alkaloids-catalyzed asym. tandem intramol. oxa-Michael addition/electrophilic thiocyanation of alkylidene β-ketoesters with N-thiocyanatosuccinimide (NTS) was developed. A series of chiral α-thiocyanato flavanones containing two vicinal stereocenters including an all-carbon quaternary center I [R1 = H, 7-Me, 6-Cl; R2 = Ph, 2-naphthyl, 2-thienyl, etc.; R3 = Me, Et, t-Bu] were prepared in good yields with excellent diastereo- and enantioselectivities (up to 97% ee) under mild conditions, and a successful scale up preparation of our protocol was also demonstrated. In the experiment, the researchers used many compounds, for example, Ethyl 2-hydroxybenzoate (cas: 118-61-6Synthetic Route of C9H10O3).
Ethyl 2-hydroxybenzoate (cas: 118-61-6) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. 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.Synthetic Route of C9H10O3
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics