Unexpected Electrophilic Rearrangements of Amides: A Stereoselective Entry to Challenging Substituted Lactones

Abstract

Surprise, surprise! An unexpected skeletal rearrangement was developed into a chemo- and stereoselective synthesis of α-allyl and allenyl lactones with challenging substitution patterns (see scheme; EWG=electron-withdrawing group). The generality, unique features, and synthetic potential of this reaction were probed and a mechanism was proposed. Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by 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.