Regio- and stereoselective synthesis of 1, 4-enynes by iron-catalysed Suzuki–Miyaura coupling of propargyl electrophiles under ligand-free conditions. Issue 16 (2nd April 2020)

• Record Type: Journal Article
• Authors: Agata, Ryosuke; Lu, Siming; Matsuda, Hiroshi; Isozaki, Katsuhiro; Nakamura, Masaharu
• Is Part Of: Organic & biomolecular chemistry. Volume 18:Issue 16(2020)
• Page Start: 3022
• Page End: 3026
• Publication Date: 2020-04-02
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d0ob00357c
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : The first iron-catalysed cross coupling of propargyl electrophiles with lithium alkenylborates has been developed. Abstract : The first iron-catalysed cross coupling of propargyl electrophiles with lithium alkenylborates has been developed. Various propargyl electrophiles can be cross-coupled with lithium ( E )- or ( Z )-alkenylborates in a stereospecific manner to afford the corresponding 1, 4-enynes in good to excellent yields. The reaction features high SN 2-type regioselectivity and functional group compatibility.