- Cooperative iodine and photoredox catalysis for direct oxidative lactonization of carboxylic acids
-
A new method for the formation of γ- and δ-lactones from carboxylic acids through direct conversion of benzylic C-H to C-O bonds is described. The reaction is conveniently induced by visible light and relies on a mild cooperative catalysis by the combination of molecular iodine and an organic dye.
- Duhamel, Thomas,Mu?iz, Kilian
-
supporting information
p. 933 - 936
(2019/01/23)
-
- Iridium/f-Amphol-catalyzed Efficient Asymmetric Hydrogenation of Benzo-fused Cyclic Ketones
-
Iridium/f-Amphol-catalyzed asymmetric hydrogenation of various benzo-fused five to seven-membered cyclic ketones was successfully developed, affording a series of chiral benzo-fused cyclic alcohols with excellent results (75%–99% yields, 93%–>99% ee, and TON up to 297 000). The enantioenriched products can be employed as key intermediates or motifs for the synthesis of some important biologically active compounds, such as rasagiline mesylate TVP-1012 used for the treatment of Parkinson's disease, the enantiomer of anticonvulsant drug eslicarbazepine acetate (BIA 2-093). (Figure presented.).
- Yin, Congcong,Dong, Xiu-Qin,Zhang, Xumu
-
supporting information
p. 4319 - 4324
(2018/10/15)
-
- Cp2TiCl2-Catalyzed Regioselective Hydrocarboxylation of Alkenes with CO2
-
Cp2TiCl2-catalyzed regioselective hydrocarboxylation of alkenes with CO2 to give carboxylic acids in high yields has been developed in the presence of iPrMgCl. The reaction proceeds with a wide range of alkenes under mild conditions. Styrene and its derivatives can transform to α-aryl carboxylic acids, and aliphatic alkenes can transform to form alkanoic acids.
- Shao, Peng,Wang, Sheng,Chen, Chao,Xi, Chanjuan
-
supporting information
p. 2050 - 2053
(2016/06/01)
-
- New potent and selective polyfluoroalkyl ketone inhibitors of GVIA calcium-independent phospholipase A2
-
Group VIA calcium-independent phospholipase A2 (GVIA iPLA 2) has recently emerged as an important pharmaceutical target. Selective and potent GVIA iPLA2 inhibitors can be used to study its role in various neurological diso
- Magrioti, Victoria,Nikolaou, Aikaterini,Smyrniotou, Annetta,Shah, Ishita,Constantinou-Kokotou, Violetta,Dennis, Edward A.,Kokotos, George
-
supporting information
p. 5823 - 5829
(2013/09/12)
-
- First synthesis of N-(4-fluorophenyl)-5-(4-fluorophenyl)-2(4- hydroxybenzyl)pentanamide, a new potential cholesterol absorption inhibitor
-
The first synthesis of N-(4-fluorophenyl)-5-(4-fluorophenyl)-2-(4- hydroxybenzyl)pentanamide and a new synthesis of 1-(4-fluorophenyl)-3-[(4- fluorophenyl)propyl]-4-(4-hydroxyphenyl)-2-azetidinone starting from 4- fluorobenzaldehyde are described. This new amide could represent a potential new cholesterol absorption inhibitor.
- Guillon,Stiebing,Robba
-
-
- Discovery of 1-(4-fluorophenyl)-(3R)-[3-(4-fluorophenyl)-(3S)- hydroxypropyl]-(4S)-(4-hydroxyphenyl)-2-azetidinone (SCH 58235): A designed, potent, orally active inhibitor of cholesterol absorption
-
(3R)-(3-Phenylpropyl)-1,(4S)-bis(4-methoxyphenyl)-2-azetidinone (2, SCH 48461), a novel inhibitor of intestinal cholesterol absorption, has recently been described by Burnett et al. and has been demonstrated to lower total plasma cholesterol in man. The potential sites of metabolism of 2 were considered, and the most probable metabolites were prepared. The oral cholesterol-lowering efficacy of the putative metabolites was evaluated in a 7-day cholesterol-fed hamster model for the reduction of serum total cholesterol and liver cholesteryl esters versus control. On the basis of our analysis of the putative metabolite structure-activity relationship (SAR), SCH 58235 (1, 1-4-fluorophenyl)-(3R)-[3-(4-fluorophenyl)-(3S)-hydroxypropyl]- (4S)-(4-hydroxyphenyl)-2-azetidinone) was designed to exploit activity enhancing oxidation and to block sites of potential detrimental metabolic oxidation. Additionally, a series of congeners of 2 were prepared incorporating strategically placed hydroxyl groups and fluorine atoms to further probe the SAR of 2-azetidinone cholesterol absorption inhibitors. Through the SAR analysis of a series of putative metabolites of 2, compound 1 was targeted and found to exhibit remarkable efficacy with an ED50 of 0.04 mg/kg/day for the reduction of liver cholesteryl esters in a 7-day cholesterol-fed hamster model.
- Rosenblum, Stuart B.,Huynh, Tram,Afonso, Adriano,Davis Jr., Harry R.,Yumibe, Nathan,Clader, John W.,Burnett, Duane A.
-
p. 973 - 980
(2007/10/03)
-
