- ORGANIC COMPOUNDS
-
Disclosed are TRPM8 modulators as defined by formula (I) for achieving a cooling effect on skin and mucousa.
- -
-
-
- Asymmetric Hydroesterification of Diarylmethyl Carbinols
-
An efficient asymmetric hydroesterfication of diarylmethyl carbinols is developed for the first time with a Pd-WingPhos catalyst, resulting in a series of chiral 4-aryl-3,4-dihydrocoumarins in excellent enantioselectivities and good yields. The method features mild reaction conditions, a broad substrate scope, use of easily accessible starting materials, and low palladium loadings. A plausible stereochemical model is also proposed with the Pd-WingPhos catalyst. This method has enabled a 4-step asymmetric synthesis of (R)-tolterodine from readily available starting materials.
- Tian, Duanshuai,Xu, Ronghua,Zhu, Jinbin,Huang, Jianxun,Dong, Wei,Claverie, Jerome,Tang, Wenjun
-
supporting information
p. 6305 - 6309
(2021/02/09)
-
- Palladium(II)-catalyzed direct carboxylation of alkenyl C-H bonds with CO2
-
Pd-catalyzed direct carboxylation of alkenyl C-H bonds with carbon dioxide was realized for the first time. Treatment of 2-hydroxystyrenes and a catalytic amount of Pd(OAc)2 with Cs2CO3 under atmospheric pressure of CO2 afforded corresponding coumarins in good yield. Furthermore, isolation of the key alkenylpalladium intermediate via C-H bond cleavage was achieved. The reaction was proposed to undergo reversible nucleophilic addition of the alkenylpalladium intermediate to CO2.
- Sasano, Kota,Takaya, Jun,Iwasawa, Nobuharu
-
supporting information
p. 10954 - 10957
(2013/08/23)
-
- [4H]-1,3-Benzodioxin-2-carboxylic acids
-
Novel racemates and optically active isomers and mixtures of isomers of [4H]-1,3-benzodioxin-2-carboxylic acid compounds of the formula STR1 wherein R1 is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, dialkylamino alkyl with alkyls of 1 to 5 carbon atoms, alkali metal, alkaline earth metal, aluminum, --NH4, non-toxic pharmaceutically acceptable amines, 2,3-dihydroxypropanyl and (2,2-dimethyl-1,3-dioxolan-4-yl)-methyl, R2 is selected from the group consisting of hydrogen and alkyl of 1 to 5 carbon atoms, R3 and R6 are individually selected from the group consisting of hydrogen, alkyl of 1 to 6 carbon atoms, ethenyl and cyclohexyl and taken together with the carbon atom to which they are attached form cyclohexyl, R5 is selected from the group consisting of hydrogen and halogen or R1 and R2 have the above definitions, R6 is STR2 R4 and R5 are individually selected from the group consisting of hydrogen, halogen, --CF3, cyclohexyl, alkoxy of 1 to 3 carbon atoms, alkyl of 1 to 3 carbon atoms and p-chlorophenoxy and R3 is selected from the group consisting of 2-propenyl, ethenyl, cyclohexyl, benzyl, hydrogen and alkyl of 1 to 5 carbon atoms with the proviso that when R3 is alkyl, at least one of R4 and R5 is no hydrogen or halogen and when R3 is hydrogen, at least one of R4 and R5 is not hydrogen, halogen or --CF3 and the non-toxic, pharmaceutically acceptable acid addition salts thereof when R1 is dialkylaminoalkyl which have a marked hypolipemiant activity and reduces the plasmatic level of lipids, triglycerides and cholestrol and their preparation.
- -
-
-