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Indian Journal of Chemistry -Section B (IJC-B) >
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
1-phthalimidanthracene
stereoselectivity
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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