view:41240 Last Update: 2024-1-30
Ali Ramazani, Ebrahim Ahmadi, Leila Youseftabar Miri, Ali Jafari and Azam Heidari
Stereoselective Synthesis of Dialkyl-1,1-diacetyl-8ahydroxy- 8-oxo-1,2,8,8a-tetrahydrocyclopenta[ a]indene-2,3-dicarboxylates |
Protonation of the highly reactive 1:1 intermediates produced in the reaction between tributylphosphine and dialkyl acetylenedicarboxylates by acetylacetone leads to sterically congested phosphorus ylides. Reaction between the sterically congested phosphorus ylides with ninhydrin leads to stereoselective synthesis of dialkyl 1,1-diacetyl-8a-hydroxy-8-oxo-1,2,8,8a-tetrahydrocyclopenta[a]indene-2,3-carboxylates in the presence of magnesium hydrogen sulfate powder in solvent-free conditions under microwave (1 KW, 3 min) and thermal (60ºC, 60 min) conditions. |