Iterative Synthesis of 2-Deoxyoligosaccharides Enabled by Stereoselective Visible-Light-Promoted Glycosylation was written by Liu, Kai-Meng;Wang, Peng-Yu;Guo, Zhen-Yan;Xiong, De-Cai;Qin, Xian-Jin;Liu, Miao;Liu, Meng;Xue, Wan-Ying;Ye, Xin-Shan. And the article was included in Angewandte Chemie, International Edition in 2022.Computed Properties of C10H20O This article mentions the following:
The photoinitiated intramol. hydroetherification of alkenols has been used to form C-O bonds, but the intermol. hydroetherification of alkenes with alcs. remains an unsolved challenge. We herein report the visible-light-promoted 2-deoxyglycosylation of alcs. with glycals. The glycosylation reaction was completed within 2 min in a high quantum yield (ϕ=28.6). This method was suitable for a wide array of substrates and displayed good reaction yields and excellent stereoselectivity. The value of this protocol was further demonstrated by the iterative synthesis of 2-deoxyglycans with α-2-deoxyglycosidic linkages up to a 20-mer in length and digoxin with β-2-deoxyglycosidic linkages. Mechanistic studies indicated that this reaction involved a glycosyl radical cation intermediate and a photoinitiated chain process. In the experiment, the researchers used many compounds, for example, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5Computed Properties of C10H20O).
(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Computed Properties of C10H20O
Referemce:
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Alcohols – Chemistry LibreTexts