26560-08-7Relevant academic research and scientific papers
Highly Regio- And Enantioselective Reductive Coupling of Alkynes and Aldehydes via Photoredox Cobalt Dual Catalysis
Li, Yan-Lin,Zhang, Shi-Qi,Chen, Jie,Xia, Ji-Bao
supporting information, p. 7306 - 7313 (2021/05/26)
A Co-catalyzed highly regio- and enantioselective reductive coupling of alkynes and aldehydes has been developed under visible light photoredox dual catalysis. A variety of enantioenriched allylic alcohols have been obtained by using unsymmetrical internal alkynes and commercially available catalyst, chiral ligand, and reagents. It is noteworthy that this approach has considerable advantages, such as excellent regio- (>95:5 for >40 examples), stereo- (up to >95:5 E/Z), and enantioselectivity (92-99% ee, >35 examples) control, mild reaction conditions, broad substrate scope, and good functional group compatibility, making it a great improvement to enantioselective alkyne-aldehyde reductive coupling reactions.
Highly selective catalytic intermolecular reductive coupling of alkynes and aldehydes
Huang, Wei-Sheng,Chan, Johann,Jamison, Timothy F.
, p. 4221 - 4223 (2007/10/03)
(aquation presented) Alkynes (internal and terminal) and aldehydes (aromatic and aliphatic) are reductively coupled in a single catalytic reaction to yield di- and trisubstituted allylic alcohols with high stereoselectivity and regioselectivity. In most cases, a 1:1 ratio of alkyne to aldehyde is sufficient for efficient coupling. The yield and regioselectivity are strongly dependent on the phosphine ligand, but the allylic alcohols formed are invariably the products of cis addition to the alkyne.
SELECTIVE GRIGNARD-TYPE CARBONYL ADDITION OF ALKENYL HALIDES MEDIATED BY CHROMIUM(II) CHLORIDE
Takai, Kazuhiko,Kimura, Keizo,Kuroda, Tooru,Hiyama, Tamejiro,Nozaki, Hitosi
, p. 5281 - 5284 (2007/10/02)
Alkenyl (or aryl) iodide (or bromide) is readily reduced with CrCl2 in N,N-dimethylformamide at 25oC to give the corresponding organochromium species which adds selectively to an aldehyde moiety without affecting the coexisting ketone or cyano group of the substrate.
