7 ABSTRACT: β-Amino acids are emerging as an important class of 8 compounds in medicinal chemistry. β-Aryl-β-alanines show antiepilepto9 genesis activity, while others have been used to synthesize antibiotic β10 peptides. To assess the utility of a methylidene imidazolone-dependent 11 Pantoea agglomerans phenylalanine aminomutase (PaPAM) for making 12 non-natural β-amino acids, we surveyed the ...

The C-C coupling of N,N'-bis(5-norbornene-2,3-dicarboximide) (3) and N,N'-bis(7-oxa-5-norbornene-2,3-dicarboximide) (6) with aryl and heteroaryl iodides gave under reductive Heck conditions the C-aryl(hetaryl), substituted N,N'-bistricyclic imides 7a-f and 8a,b. The fused spiro-1,3-indandionolylpyrrolidine compounds, 9, 10 and 11 were also obtained from ninhydrine, sarcosine and 3 or 6 via [3+2...

We report the Pd-catalyzed α-arylation of α,α-difluoroketones with aryl and heteroaryl bromides and chlorides catalyzed by an air- and moisture-stable palladacyclic complex containing P(t-Bu)Cy2 as ligand. The combination of this Pd-catalyzed arylation and base-induced cleavage of the acyl-aryl C-C bond within the α-aryl-α,α-difluoroketone constitutes a one-pot, two-step procedure to synthesize...

Many directing group containing arenes can now be arylated or alkylated under palladium, rhodium, or ruthenium catalysis.1 Even arenes lacking traditional directing groups can be functionalized representing the most atom-efficient method for creation of arylaryl bonds.2 However, in this case, regioselectivity issues often are unsolved. An exception can be found in recent elegant work by Fagnou ...

An efficient method for synthesis of cyclohexyl and cyclohexenyl α-amino acids via palladium-catalyzed three-component assemblies followed by ring-closing metathesis (RCM) is described. The present catalytic reaction is successfully extended to substituted benzylidene azlactones 2a-j RCH=(1,3-oxazole): R = alkyl or aryl. The amphiphilic bis-allylation of these substrates has been achieved by re...

Preparations of N-[3-(hetero)aryl-aminocarbonyl]propanoyl-L-proline derivatives 12, 13, 22 and 23 are described. A novel approach consists of fusing (80-100 °C) N-(hetero)aryl-succinimides (7, 8, 20, 21) with unprotected L-proline and imidazole in the presence of dimethylformamide. In vitro tests for angiotensin converting enzyme (ACE) inhibition showed that all N-(arylaminocarbonyl)-propanoyl-...