- Palladium-Catalyzed Diastereoselective Synthesis of (Z)-Conjugated Enynyl Homoallylic Alcohols
-
The diastereoselective synthesis of anti-homoallylic alcohols bearing conjugated (Z)-enynes through a palladium-catalyzed three-component reaction is described. This reaction features a broad substrate scope, good functional group compatibility, and high levels of (Z)-alkene stereocontrol. In this reaction, Pd(0) functions as a catalyst in two fundamental steps of the tandem sequence: 1) the generation of a borylated π-allylpalladium species from bifunctional conjunctive reagents, inducing umpolung allylation of aldehydes, and 2) C(sp2)?C(sp) cross-coupling. Further transformations of the obtained products highlight their synthetic utility. (Figure presented.).
- Horino, Yoshikazu,Ishibashi, Mayo,Sakamoto, Juri,Murakami, Miki,Korenaga, Toshinobu
-
supporting information
p. 3592 - 3599
(2021/06/15)
-
- Influence of phosphoramidites in copper-catalyzed conjugate borylation reaction
-
Copper(I) has become the preferred metal to catalyze the β-boration of α,β-unsaturated carbonyl compounds, and now we demonstrate that easily accessible monodentate chiral ligands, such as phosphoramidites and phosphites, can be convenient alternative ligands to induce asymmetry in the enantioselective version of this reaction, particularly in the β-boration of α,β-unsaturated imines.
- Sole, Cristina,Bonet, Amadeu,De Vries, Andre H. M.,De Vries, Johannes G.,Lefort, Laurent,Gulyas, Henrik,Fernandez, Elena
-
p. 7855 - 7861
(2013/01/16)
-
- Synthesis of Chiral Phosphorus Reagents and Their Catalytic Activity in Asymmetric Borane Reduction of N-Phenyl Imine of Acetophenone
-
Eleven chiral trivalent or quatrivalent phosphorus reagents were synthesized starting from L-proline, D-camphor, (+)- or (-)-1,1'-binaphthalene-2,2'-diol, (-)-α-phenylethylamine, etc. and their application as catalysts in asymmetric borane reduction of N-
- Kangying, Li,Zhenghong, Zhou,Guofeng, Zhao,Chuchi, Tang
-
p. 546 - 550
(2007/10/03)
-
- α-Phenylethylamine based chiral phospholidines; new agents for the determination of the enantiomeric excess of chiral alcohols, amines and thiols by means of 31P NMR
-
The synthesis and application of two new trivalent phosphorus derivatizing agents, based upon (S)-α-phenylethylamine, for the enantiomeric excess determination of alcohols, amines and thiols using 31P NMR, is presented.
- Hulst,De Vries,Feringa
-
p. 699 - 708
(2007/10/02)
-
