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IJC-B Vol.49B [2010] >
IJC-B Vol.49B(06) [June 2010] >

Title: High stereoselectivity in the Diels-Alder reaction of substituted anthracenes: Reactions of 1-succinimidoanthracene and 1-phthalimidoanthracene with maleic anhydride
Authors: Singh, M Dhaneshwar
Ningombam, Anjana
Keywords: 1-Succinimidoanthracene
anhydride adducts
steric factors
Issue Date: Jun-2010
Publisher: CSIR
Abstract: 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. 
Page(s): 789-794
Source:IJC-B Vol.49B(06) [June 2010]

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