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ChemInform Abstract: An Expedient Route for the Stereoselective Construction of Bridged Polyheterocyclic Ring Systems Using the Tandem “Pincer” Diels-Alder Reaction.

✍ Scribed by M. LAUTENS; E. FILLION


Publisher
John Wiley and Sons
Year
2010
Weight
34 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis


An Expedient Route for the Stereoselective Construction of Bridged Polyheterocyclic Ring Systems Using the Tandem "Pincer" Diels-Alder Reaction.

-The tandem Diels-Alder reaction of furans with acetylenes is found to proceed regio-and stereoselectively as well as chemoselectively. Reactions using the methyl-substituted acetylene (Vf) or the furans (X) , however, do not yield the desired bridged polyheterocyclic products. Additionally, the synthesis of unsymmetrical cycloadducts starting from azaand oxanorbornadiene-type intermediates is described. -(LAUTENS, M.;


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