Cobalt‐Catalyzed Diastereo‐ and Enantioselective Hydroalkenylation of Cyclopropenes with Alkenylboronic Acids. Issue 32 (3rd July 2019)

• Record Type: Journal Article
• Authors: Zhang, Haiyan; Huang, Wei; Wang, Tongtong; Meng, Fanke
• Is Part Of: Angewandte Chemie international edition. Volume 58:Issue 32(2019)
• Page Start: 11049
• Page End: 11053
• Publication Date: 2019-07-03
• Subjects: boronic acids -- cobalt -- enantioselectivity -- reaction mechanisms -- small ring systems; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201904994
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: Catalytic diastereo‐ and enantioselective hydroalkenylation of 3, 3‐disubstituted cyclopropenes with readily accessible alkenylboronic acids, promoted by a chiral phosphine/Co complex, is presented. Such a process constitutes the unprecedented and direct introduction of a wide range of alkenyl groups onto the cyclopropane motif to afford multisubstituted cyclopropanes in up to 95 % yield with greater than 95:5 d.r. and 99:1 e.r. Functionalization of the products delivered enantioenriched cyclopropanes that are otherwise difficult to access. Abstract : By way of introduction : A new method for highly efficient, diastereo‐ and enantioselective hydroalkenylation of cyclopropenes, catalyzed by a readily accessible Co complex, was developed. This protocol represents the first approach for the introduction of a wide range of alkenyl units onto a cyclopropane ring.