25823-43-2Relevant academic research and scientific papers
Synthesis of tetrahydropyranyl diarylheptanoids from Dioscorea villosa
Kantee, Kawalee,Rukachaisirikul, Vatcharin,Tadpetch, Kwanruthai
supporting information, p. 3505 - 3509 (2016/07/15)
Concise syntheses of four tetrahydropyranyl diarylheptanoids isolated from Dioscorea villosa have been described. The key features include Prins cyclization to construct the tetrahydropyran cores, Keck asymmetric allylation, and Mitsunobu inversion. Optimization of the Prins cyclization conditions in order to minimize racemization has been described. Our syntheses also confirmed the absolute stereochemistry of the natural products.
Microwave-accelerated selective acylation of (hydroxyalkyl)phenols using acid chlorides
Miyazawa, Toshifumi,Yamamoto, Masato,Maeda, Yuki
experimental part, p. 1092 - 1099 (2009/09/06)
Highly selective acylation of the alcoholic hydroxy group can be achieved with (hydroxyalkyl)phenols carrying both alcoholic and phenolic hydroxyls by the use of the most common acylating agents, acid chlorides, under microwave irradiation. Copyright Tayl
Selective acylation of a sterically hindered hydroxyl group of unsymmetrical diols containing a primary hydroxyl group such as 1,5-hexanediol in the presence of silica gel with acetyl chloride
Ogawa, Haruo,Ide, Yuko,Honda, Ryoichi,Chihara, Teiji
, p. 355 - 358 (2007/10/03)
The selective acetylation of sterically hindered hydroxyl groups of 1,5-hexanediol preadsorbed on silica gel was reported. The relation between the adsorption of the diol on SiO2 and its reactivity for selective acetylation was studied. Results demonstrated that unsymmetrical diols get adsorbed on the surface of SiO2 preferentially via a primary OH group, leaving the non-adsorbed OH group available for reaction.
