- SUBSTITUTED CYCLOLAKYLS AS MODULATORS OF THE INTEGRATED STRESS PATHWAY
-
Provided herein are compounds, compositions, and methods useful for modulating the integrated stress response (ISR) and for treating related diseases, disorders and conditions.
- -
-
Page/Page column 325
(2020/11/12)
-
- Efficient Synthesis of 2,2,4,4,6,6-Hexanitroadamantane under Mild Conditions
-
Two strategies have been developed for the synthesis of 2,2,4,4,6,6-hexanitroadamantane (HNA). Both strategies used the readily available diethyl malonate and paraformaldehyde as the starting materials, and utilized acylation followed by intramolecular aldol condensation to construct the adamantane skeleton. The clean nitration to introduce the gem-dinitro groups onto the adamantane skeleton was conducted using dinitrogen pentoxide in refluxing dichloromethane in the presence of urea and 4 ? molecular sieves. The acetylation route was accomplished via 12 steps and afforded HNA in an overall yield of 4.7%, and the formylation route was achieved via 11 steps in 14% overall yield. Georg Thieme Verlag Stuttgart. New York.
- Ling, Yifei,Zhang, Pingping,Sun, Lu,Lai, Weipeng,Luo, Jun
-
p. 2225 - 2233
(2014/08/18)
-
- Baker's yeast for sweet dough enables large-scale synthesis of enantiomerically pure bicyclo[3.3.1]nonane-2,6-dione
-
An improved synthetic procedure of racemic bicyclo[3.3.1]nonane-2,6-dione has been developed. Employing Baker's yeast for sweet dough made it possible to kinetically resolve the racemic compound and to isolate enantiomerically pure (+)-bicyclo[3.3.1]nonane- 2,6-dione on a large scale. Furthermore, the developed procedure made it possible to produce (-)-bicyclo[3.3.1]nonane-2,6-dione with an enantiomeric excess of 75%. Georg Thieme Verlag Stuttgart.
- Wallentin, Carl Johan,Orentas, Edvinas,Butkus, Eugenijus,Waernmark, Kenneth
-
experimental part
p. 864 - 867
(2009/07/25)
-
- C2-Symmetric nitroxides and their potential as enantioselective oxidants
-
The synthesis and evaluation of four C2-symmetric nitroxides are presented. The nitroxides were evaluated for their ability to mediate the oxidation of several alcohols and found to have good catalytic activity. One enantioenriched nitroxide was found to kinetically resolve selected secondary alcohols with very modest selectivities.
- Graetz, Benjamin,Rychnovsky, Scott,Leu, Wen-Hao,Farmer, Patrick,Lin, Rong
-
p. 3584 - 3598
(2007/10/03)
-
- Synthesis of polyfunctionalized bicyclo[5.3.1]undecadiene ring systems using a two-carbon ring-expansion of cyclobutene intermediates
-
The ZrCl4-catalyzed [2+2] cycloaddition of the silyl enol ether derived from monoprotected bicyclo[3.3.1]nonane-2,6-dione 7 with ethyl propynoate led after acidic treatment to the cyclobutene derivative 12. Treatment of the latter with HBF4 in refluxing ethanol smoothly afforded the two-carbon ring-expansion product 13. On the other hand, the enolate of the β-oxobicyclo[3.3.1]nonane ester 14 has been found to react with electrophilic acetylenes [ethyl propynoate, dimethyl acetylenedicarboxylate (DMAD)] to afford bicyclo[5.3.1]undecadiene derivatives 15, 16, most probably through the intermediacy of a tricyclo[5.3.1.02,5]undecene ring system.
- Mislin, Gaetan,Miesch, Michel
-
p. 1753 - 1759
(2007/10/03)
-
- A General Synthesis of N-Substituted 2-Azaadamantanes and Their 4,8-Disubstituted Derivatives
-
A general synthesis of N-substituted 2-azaadamantanes (1) is reported, along with the corresponding 4,8-dihydroxy derivatives (2).The synthesis offers the advantage of the use of inexpensive and readily available starting material.Dione 3, obtained by decarboxylation of Meerwein's ester, is converted to diene 4 by Bamford-Stevens-type elimination of the corresponding ditosylhydrazone.Epoxidation of 4 affords diepoxide 12, which reacts with primary amines to form the 2-azaadamantyl skeleton 2.Removal of the hydroxyl groups to give 1 is accomplished by using SOCl2 and then LiAlH4.
- Henkel, James G.,Faith, William C.,Hane, Jeffrey T.
-
p. 3483 - 3486
(2007/10/02)
-
