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Nader NoshiranZadeh

Ali  Ramazani;   Ebrahim Ahmadi; Nader Noshiranzadeh
One-Step Stereoselective       Synthesis of Dialkyl 1,1-Diacetyl-8a-hydroxy-8-oxo-1,2,8,8a-Tetrahydrocyclopeta[a]indene-2,3-dicarboxylates from the Reaction of Dialkyl 2-(1-Acetyl-2-oxopropyl)-3- (tributylphosphoranylidene) Succinates with Indene-1,2,3-trione
Abstract


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 that undergo an intermolecular addition reaction with indene-1,2,3-trione and concomitant intramolecular Wittig reaction in CH 2Cl2 at room temperature to produce dialkyl 1,1-diacetyl-8 a-hydroxy-8-oxo-a-tetrahydrocyclopenta[a]indene-2,3-dicarboxylates in fairly good yields. 1,2,8,8

 

 

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