Se‐Phenyl Prop‐2‐eneselenoate: An Ethylene Equivalent for Diels–Alder Reactions

Abstract

Reactive: Se-phenyl prop-2-eneselenoate (phenyl selenoacrylate) 2, readily prepared from acryloyl chloride, is a very reactive dienophile in Diels–Alder reactions, and more reactive than acrylates. Its cycloadducts 3 with many dienes 1 can be easily reduced to the hydrocarbons 4 under radical conditions. This process works even in cases where there is an adjacent group that can be easily eliminated, e.g., an allylic ether. As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.