Copper‐Catalyzed Cross‐Coupling of Boronic Esters with Aryl Iodides and Application to the Carboboration of Alkynes and Allenes1. Issue 13 (14th February 2014)

• Record Type: Journal Article
• Authors: Zhou, Yiqing; You, Wei; Smith, Kevin B.; Brown, M. Kevin
• Is Part Of: Angewandte Chemie international edition. Volume 53:Issue 13(2014)
• Page Start: 3475
• Page End: 3479
• Publication Date: 2014-02-14
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201310275
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Copper‐catalyzed Suzuki–Miyaura‐type cross‐coupling and carboboration processes are reported. The cross‐couplings function well with a variety of substituted aryl iodides and aryl boronic esters and allows for orthogonal reactivity compared to palladium‐catalyzed processes. The carboboration method includes both alkynes and allenes and provides access to highly substituted and stereodefined vinyl boronic esters. The alkyne carboboration method is highlighted in the simple one‐pot synthesis of Tamoxifen.</p> </abstract>