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Intramolecular Imino Diels-Alder Reaction: Progress toward the Synthesis of Uncialamycin

Desrat, S; van de Weghe, P; (2009) Intramolecular Imino Diels-Alder Reaction: Progress toward the Synthesis of Uncialamycin. Journal of Organic Chemistry , 74 (17) 6728 - 6734. 10.1021/jo901291t. Green open access

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Abstract

We herein described an intramolecular imino Diels-Alder reaction promoted with BF3.OEt2/DDQ affording substituted quinolines. Using this procedure, we prepared the chiral quitioline moiety of the uncialamycin, a new enediyne natural product.

Type:Article
Title:Intramolecular Imino Diels-Alder Reaction: Progress toward the Synthesis of Uncialamycin
Open access status:An open access version is available from UCL Discovery
DOI:10.1021/jo901291t
Publisher version:http://dx.doi.org/10.1021/jo901291t
Language:English
Additional information:This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/jo901291t
Keywords:QUINOLINES, ACID, CYCLIZATION, MARTINELLINE, ALCOHOLS, KETONES, DESIGN
UCL classification:UCL > School of BEAMS > Faculty of Maths and Physical Sciences > Chemistry

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