Preparation of highly substituted (β-acylamino)acrylates via iron-catalyzed alkoxycarbonylation of N-vinylacetamides with carbazates
An efficient iron(ii)-catalyzed alkoxycarbonylation reaction between N-vinylacetamides and carbazates is reported. The corresponding useful highly substituted (β-acylamino)acrylates could be obtained in reasonable to good yields and stereoselectivity under mild reaction conditions. This journal is
Arylations of substituted enamides by aryl iodides: Regio- and stereoselective synthesis of (z)-β-amido-β-arylacrylates
Arylations of substituted enamides by aryl iodides were achieved for the first time via an unusual PdCl2(COD)/Ag3PO4 catalytic system. A broad range of (Z)-β-amido-β-arylacrylates were prepared regio- and stereoselectively in a highly efficient manner.
Gou, Quan,Deng, Bin,Zhang, Hongbin,Qin, Jun
supporting information
p. 4604 - 4607
(2013/09/24)
E-ISOMERIC β-AROMATIC OR HETEROAROMATIC SUBSTITUTED β-ACYLAMINO-ACRYLATES AND METHODS OF PREPARING THE SAME
E-isomeric ?-(hetero) aromatically substituted acylaminoacrylates are of great economic interest since with them, by means of hydration, precursors of appropriately substituted (?-amino acids can be prepared and, by doing so, lead to higher enantio-select
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Page/Page column 44
(2008/06/13)
A bisphosphepine ligand with stereogenic phosphorus centers for the practical synthesis of β-aryl-β-amino acids by asymmetric hydrogenation
Excellent enantioselectivities and reactivities were observed in the hydrogenation of a variety of methyl (Z)-β-aryl-β-(acetyl-amino)acrylates in the presence of a rhodium catalyst with the chiral ligand binapine (see scheme). This bisbinaphthophosphepine
Highly enantioselective rhodium-catalyzed hydrogenation of β-dehydroamino acid derivatives using monodentate phosphoramidites
New and very easily accessible monodentate phosphoramidite ligands have been developed that lead to excellent ee's and full conversions in the hydrogenation of (E)- and (Z)-β-dehydroamino acid derivatives with both aliphatic and aromatic side chains. Particularly, two different catalytic systems were established for (E)-β-(acylamino)acrylates (98-99% ee) and (Z)-β-(acylamino)acrylates (92-95% ee) based on phosphoramidites 2 and 3, respectively. Copyright
Pena, Diego,Minnaard, Adriaan J.,De Vries, Johannes G.,Feringa, Ben L.
p. 14552 - 14553
(2007/10/03)
Highly effective chiral ortho-substituted BINAPO ligands (o-BINAPO): Applications in Ru-catalyzed asymmetric hydrogenations of β-aryl-substituted β-(acylamino)acrylates and β-keto esters
A novel family of chiral ortho-substituted BINAPO ligands (o-BINAPO) were synthesized from BINOL, and their Ru complexes were highly efficient catalysts for asymmetric hydrogenation of β-aryl-substituted β-(acylamino)acrylates and β-aryl-substituted β-keto esters. The Ru-bisphosphinite catalysts can tolerate an E/Z mixture of β-aryl-substituted β-(acylamino)acrylates. These highly enantioselective hydrogenations provide a useful way to prepare β-aryl-substituted β-amino acids and β-hydroxyl acids. Copyright