16473-11-3Relevant articles and documents
Landa et al.
, p. 4239,4242 (1974)
SUBSTITUTED CYCLOLAKYLS AS MODULATORS OF THE INTEGRATED STRESS PATHWAY
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Page/Page column 325, (2020/11/12)
Provided herein are compounds, compositions, and methods useful for modulating the integrated stress response (ISR) and for treating related diseases, disorders and conditions.
Baker's yeast for sweet dough enables large-scale synthesis of enantiomerically pure bicyclo[3.3.1]nonane-2,6-dione
Wallentin, Carl Johan,Orentas, Edvinas,Butkus, Eugenijus,Waernmark, Kenneth
experimental part, p. 864 - 867 (2009/07/25)
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.
Synthesis of polyfunctionalized bicyclo[5.3.1]undecadiene ring systems using a two-carbon ring-expansion of cyclobutene intermediates
Mislin, Gaetan,Miesch, Michel
, p. 1753 - 1759 (2007/10/03)
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.