We report a concise synthesis of A-factor, the prototypical γ-butyrolactone signalling compound of Streptomyces bacteria. In analogy to enzymatic reactions in A-factor biosynthesis, our synthesis features a tandem esterification-Knoevenagel condensation yielding a 2-acyl butenolide and a surprising, chemoselective conjugate reduction of this α,β-unsaturated carbonyl compound using sodium cyanob...

N-Protected derivatives of 1-amino-cyclo-hexa-neacetic acid (β(3,3)-Ac6c), namely Valeroyl-β(3,3)-Ac6c-OH [2-(1-pentanamidocyclohexyl)acetic acid, C13H23NO3], (I), Fmoc-β(3,3)-Ac6c-OH [2-(1-{[(9H-fluoren-9-yloxy)carbonyl]amino}cyclohexyl)acetic acid, C23H25NO4], (II), and Pyr-β(3,3)-Ac6c-OH {2-[1-(pyrazine-2-amido)cyclohexyl]acetic acid, C13H17N3O3}, (III), were synthesized and their conformati...

The Petasis reaction is the multi-component reaction of a carbonyl compound, amine, and arylboronic acid to form an α-amino acid or a β-aminoalcohol. In this work, as the first analytical application of the Petasis reaction, a high-performance liquid chromatographic (HPLC) method with fluorescence detection was developed for determination of glyoxylic acid. The glyoxylic acid was derivatized wi...

Owing to their inherent features like smaller size and higher surface area exposed reactants, iron oxide nanoparticles have gained enormous interest are extensively used as magnetically recyclable catalysts for various organic reactions. Herein, we report highly hydrophilic, non-aggregated, strongly positively charged (ζ potential: + 45.7 mV) ultra-small cerium cations/complexes- stabilized mag...

In the title compound, C(21)H(30)N(2)O(5)S, the plane of the dimeth-yl-thio-carbamic group makes a dihedral angle of 78.41 (7)° with the central benzene ring. One of the carbonyl groups in the α,β-unsaturated malonate side chain makes a dihedral angle of 8.73 (10)° with the central benzene ring, while the other carbonyl group makes a dihedral angle of 81.52 (8)°.

In the title compound, C(23)H(17)ClN(4)O(2), the amino H atom forms an intra-molecular hydrogen bond to the exocyclic carbonyl O atom as well as to the O atom of the benzoyl group.

In the title compound, C(12)H(9)NO(4), an important dehydro-amino acid, the acrylate C=C double bond is not parallel to the adjacent carbonyl group and an s-trans configuration is also observed.

The inside cover picture illustrates the impact of different approaches for development asymmetric oxidative Mannich reactions to synthesize chiral β-amino carbonyl compounds, very important building blocks in organic synthesis and pharmaceutical chemistry, which have been described last years. Details can be found review by J. R. Pedro, C. Vila co-workers. (J. Rostoll-Berenguer, G. Blay, Vila,...