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Inverse-electron demand [π2 + σ2 + σ2] cycloaddition reaction of dimethyl oxaquadricyclane-2,3-dicarboxylate with cyclooctyne

✍ Scribed by Kiyoshi Matsumoto; Hiroyuki Taketsuna; Jong Chul Kim; Akikazu Kakehi

Publisher: Journal of Heterocyclic Chemistry
Year: 2001
Tongue: English
Weight: 66 KB
Volume: 38
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570380535

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✦ Synopsis

Abstract

A first example of an inverse‐electron demand [~π~2 + ~σ~2 + ~σ~2] cycloaddition reaction of dimethyl oxaquadricyclane‐2,3‐dicarboxylate was reported: cyclooctyne underwent cycloaddition with dimethyl oxaquadricyclane‐2,3‐dicarboxylate to afford the corresponding adducts one of whose structure was confirmed by a single crystal X‐ray analysis.

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