Synthetic Communications p. 260 - 267,8 (2013)
Update date:2022-08-31
Topics:
Raheem, Mohammed-Abdul
Tam, William
7-Oxanorbornadienes are valuable synthetic intermediates as they can serve as general templates to create highly substituted ring systems. However, to date, only very few C1-substituted 7-oxanorbornadienes have been synthesized and can be found in the literature. In this article, synthesis of some C1-substituted 7-oxanorbornadienes was achieved by the Diels-Alder reaction between 2-substituted furans and dimethylacetylene dicarboxylate. Moderate to good yields (13-85%) of the Diels-Alder reactions were observed. These C1-substituted 7-oxanorbornadienes will find applications as valuable synthetic intermediates and are useful in the studies of transition-metal-catalyzed reactions.
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