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Sequential [3 + 2] and [4 + 2] Cycloadditions for Stereoselective Synthesis of a Novel Polyheterocyclic Scaffold

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journal contribution
posted on 08.07.2013, 00:00 by Qing Lu, Xin, Huang, Gonghua Song, Chung-Ming Sun, Jerry P. Jasinski, Amanda C. Keeley, Wei Zhang
A strategy of combining [3 + 2] cycloaddition and intramolecular Diels–Alder reaction is developed for the synthesis of a novel polycyclic scaffold with skeletal and substitutional diversities. Intermediates generated from stereoselective [3 + 2] cycloaddition of azomethine ylides and maleimides were derivatized for intramolecular Diels–Alder reaction of furan to form highly condensed heterocyclic products as racemic single diastereomers.