Highly regioselective ring-opening of epoxides with amines: a metal- and solvent-free protocol for the synthesis of β-amino alcohols was written by Li, Dong;Wang, Jing;Yu, Shibo;Ye, Silei;Zou, Wenjie;Zhang, Hongbin;Chen, Jingbo. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020.Application In Synthesis of Trans-2-(benzylamino)cyclohexanol This article mentions the following:
Herein, a metal- and solvent-free acetic acid-mediated ring-opening reaction of epoxides with amines was reported. This process provided β-amino alcs. R1CH(OH)CH(R2)N(R3R4) [R1 = H, CH2OH, Ph; R2 = H, Ph; R1R2 = (CH2)3, (CH2)4; R3 = H; R4 = Ph, Bn, 4-MeOC6H4, etc.; R3R4 = (CH2)4, (CH2)5, (CH2)2O(CH2)2] in high yields with excellent regioselectivity. Importantly, this epoxide ring-opening protocol was used for the introduction of amines in natural products during late-stage transformations. In the experiment, the researchers used many compounds, for example, Trans-2-(benzylamino)cyclohexanol (cas: 40571-86-6Application In Synthesis of Trans-2-(benzylamino)cyclohexanol).
Trans-2-(benzylamino)cyclohexanol (cas: 40571-86-6) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. Alcohols may be oxidized to give ketones, aldehydes, and carboxylic acids. These functional groups are useful for further reactions. Oxidation of organic compounds generally increases the number of bonds from carbon to oxygen (or another electronegative element, such as a halogen), and it may decrease the number of bonds to hydrogen.Application In Synthesis of Trans-2-(benzylamino)cyclohexanol
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts