Trienamine Catalysis with 2,4‐Dienones: Development and Application in Asymmetric Diels–Alder Reactions

Abstract

A tri-ing reaction: An asymmetric Diels–Alder cycloaddition of δ,δ-disubstituted 2,4-dienones is possible through the trienamine catalysis of cinchona-based primary amines (see scheme). An array of electron-deficient dienophiles, such as N-substituted maleimides and 3-alkenyl oxindoles, were tolerated, and multifunctional cyclohexene derivatives were obtained in excellent stereoselectivity and with high diastereomer ratios. 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.