Phosphahelicenes in Asymmetric Organocatalysis: [3+2] Cyclizations of γ‐Substituted Allenes and Electron‐Poor Olefins1. Issue 18 (5th March 2015)

• Record Type: Journal Article
• Authors: Gicquel, Maxime; Zhang, Yang; Aillard, Paul; Retailleau, Pascal; Voituriez, Arnaud; Marinetti, Angela
• Is Part Of: Angewandte Chemie international edition. Volume 54:Issue 18(2015)
• Page Start: 5470
• Page End: 5473
• Publication Date: 2015-03-05
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201500299
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>The first use of phosphahelicene in enantioselective organocatalysis is reported. New chiral phosphahelicenes have been prepared and enable highly enantioselective [3+2] cyclization reactions between arylidene‐ or alkylidenemalononitriles and γ‐substituted allenoates or cyanoallenes. These reactions afford cyclopentene derivatives in both high yields and diastereoselectivities, with enantiomeric excesses of up to 97 %.</p> </abstract>