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8572628 
Journal Article 
High stereoselectivity in the Diels-Alder reaction of substituted anthracenes: Reactions of 1-succinimidoanthracene and 1-phthalimidoanthracene with maleic anhydride 
Singh, MD; Ningombam, A 
2010 
1 
Indian Journal of Chemistry. Section B
ISSN: 0376-4699
EISSN: 0975-0983 
49 
6 
789-794 
English 
1-Succinimidoanthracene undergoes Diels-Alder reaction with maleic anhydride to give mainly the anti adduct suggesting that the steric factors play dominant role in deciding the anti/syn stereoselectivity. 1- phthalimidoanthracene and also gives mainly the anti adduct with maleic anhydride. The configurations of the compounds have been established by preparing the corresponding imide derivatives of the anhydride adducts and observing the interactions between the imide substituent and the 1-substituent.The interactions between the 1-substituent and that on the anhydride ring of the adduct are more or less negligible in the anti'-adduct. 
1-Phthalimidanthracene; 1-Succinimidoanthracene; Anhydride adducts; Stereoselectivity; Steric factors