210294-32-9Relevant academic research and scientific papers
Hydrogen bonding-promoted efficient Ru-catalyzed ring-closing metathesis of demanding homoallyl 2-(hydroxymethyl)acrylates
Feng, Liang,Liu, Yuehui,Hou, Bo,Yuan, Zaifeng,Yu, Fu-Chao,Yan, Tingbin,Qin, Qi,Ji, Ruigeng,Li, Ya-Min,Shen, Yuehai,Zuo, Zhi-Li
, p. 10705 - 10713 (2016/11/30)
An efficient hydrogen bonding-guided ring-closing metathesis (RCM) reaction of sterically demanding homoallyl 2-(hydroxymethyl)acrylates catalyzed by the Hoveyda-Grubbs 2nd generation catalyst was developed and the reaction mechanism was explored. Adding
One-pot sequential 1,4- and 1,2-reductions of α,β-unsaturated δ-lactones to the corresponding δ-lactols with CuCl and NaBH 4 in methanol
Matsumoto, Yasunobu,Yonaga, Masahiro
supporting information, p. 1764 - 1768 (2014/08/05)
An efficient, one-pot method for the highly chemoselective synthesis of δ-lactols from α,β-unsaturated δ-lactones using CuCl and NaBH4 in methanol was developed. Georg Thieme Verlag Stuttgart. New York.
Chemoselective CaO-mediated acylation of alcohols and amines in 2-methyltetrahydrofuran
Pace, Vittorio,Hoyos, Pilar,Alcántara, Andrés R.,Holzer, Wolfgang
, p. 905 - 910 (2013/07/27)
Calcium oxide is proposed as an innocuous acid scavenger for the chemoselective synthesis of amide- and ester-type compounds. Although these molecules have wide spread applications in organic and pharmaceutical chemistry, and a large number of routes have been designed for their synthesis, the development of more efficient and environmentally friendly acylation strategies remains an ongoing challenge. The use of CaO allows for the stoichiometric acylation of primary alcohols in the presence of phenols or tertiary alcohols; amines can also be subjected to acylation reactions in the presence of hydroxyl groups. Chirality is obtained through acylation if the starting material is an optically pure alcohol or if a chiral acylating agent is used. Furthermore, the use of 2-methyltetrahydrofuran (2-MeTHF), a more ecofriendly solvent, leads to maximized yields. This protocol is successfully applied to the synthesis of an interesting N-aryloxazolidin-2-one intermediate for the preparation of linezolid-type compounds.
Synthesis and biological evaluation of α,β-unsaturated lactones as potent immunosuppressive agents
Lee, Sun-Mi,Lee, Won-Gil,Kim, Young-Chul,Ko, Hyojin
, p. 5726 - 5729 (2011/10/18)
Compounds having α,β-unsaturated lactones display a variety of biological activities. Many research groups have tested both natural and unnatural α,β-unsaturated lactones for as-yet undiscovered biological properties. We synthesized α,β-unsaturated lacton
The catalytic performance of Ru-NHC alkylidene complexes: PCy3 versus pyridine as the dissociating ligand
Krehl, Stefan,Geissler, Diana,Hauke, Sylvia,Kunz, Oliver,Staude, Lucia,Schmidt, Bernd
supporting information; experimental part, p. 1188 - 1198 (2011/03/23)
The catalytic performance of NHC-ligated Ru-indenylidene or benzylidene complexes bearing a tricyclohexylphosphine or a pyridine ligand in ring closing metathesis (RCM), cross metathesis, and ring closing enyne metathesis (RCEYM) reactions is compared. While the PCy3 complexes perform significantly better in RCM and RCEYM reactions than the pyridine complex, all catalysts show similar activity in cross metathesis reactions.
Ring-closing metathesis strategy to unsaturated γ- and δ-lactones: Synthesis of hydroxyethylene isostere for protease inhibitors
Ghosh, Arun K.,Cappiello, John,Shin, Dongwoo
, p. 4651 - 4654 (2007/10/03)
Ring-closing olefin metathesis of acrylates derived from allylic and homo allylic alcohols in the presence of the Grubbs' catalyst (10-15 mol%) and titanium isopropoxide (0.3-3 equiv) provided ready access to α, β- unsaturated γ and δ-lactones and an important dipeptide isostere intermediate.
