Regio- and stereoselective synthesis of 1,4-enynes by iron-catalysed Suzuki-Miyaura coupling of propargyl electrophiles under ligand-free conditions

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 y...

Full description

Saved in:
Bibliographic Details
Published in:Organic & biomolecular chemistry 2020-04, Vol.18 (16), p.322-326
Main Authors: Agata, Ryosuke, Lu, Siming, Matsuda, Hiroshi, Isozaki, Katsuhiro, Nakamura, Masaharu
Format: Article
Language:English
Subjects:
Chemical synthesis
Cross coupling
Functional groups
Iron
Lithium
Regioselectivity
Stereoselectivity
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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 S N 2-type regioselectivity and functional group compatibility. The first iron-catalysed cross coupling of propargyl electrophiles with lithium alkenylborates has been developed.
ISSN:1477-0520
1477-0539
DOI:10.1039/d0ob00357c