A cooperative catalytic strategy of chiral iminium catalysis by regioselective activation of the C=C bond in enals and a transition metal promoting to open the 2-vinylcyclopropanes for highly regio- and enantioselective [3 + 2] cycloaddition reaction of 2-vinylcyclopropanes with α,β-unsaturated aldehydes has been developed.

A reactive cyclic iminium induced one-pot Groebke-Blackburn-Bienayme (GBB) double annulation cascade (DAC) for the synthesis of skeletally diverse DHIQ salts has been described. The key features of this protocol are transition-metal and solvent-free, mild reaction conditions, robust method, one-step construction of two privileged heterocyclic rings, clean reaction profile and operational simpli...

The first crystal structures of Berberine and Sanguinarine intercalated with a d(CGTACG)(2) DNA sequence were obtained by X-ray diffraction analysis at 2.3 Å resolution. Both drugs join the end of two "two-molecules" DNA units, stacked in a non-classic intercalation site formed by six bases. Sanguinarine interacts with d(CGTACG)(2) DNA in its iminium form.

Highly regio- and stereoselective remote aziridination of 2,4-dienals has been developed, based on a vinylogous iminium-ion-dienamine catalytic cascade reaction. Transformations of the aziridine products into enantioenriched motifs are also demonstrated. Furthermore, the reaction concept is extended to include enantioselective 1,6-addition of thiols.

In the liver microsome cyanide (CN)-trapping assays, piperazinecontaining compounds formed significant N-methyl piperazine CN adducts. Two pathways for the N-methyl piperazine CN adduct formation were proposed: 1) The a-carbon in the N-methyl piperazine is oxidized to form a reactive iminium ion that can react with cyanide ion; 2) N-dealkylation occurs followed by condensation with formaldehyde...

Hydride transfer from N,N, 1,2,4-pentamethyl-1,4-dihydronicotinamide, 1, to methyl 2-methoxycarbonylimino-phenylacetate, 3, was accomplished in an optical yield 2 95 %. Efficient chirality transfer from reduced NADH models to prochiral carbonyl substrates has i.a. been achieved with pentamethylated 1,4-dihydronicotinamide 1. ’ In comparison with 1,4-dihydroquinoline analogues,’ NADH model 1 is ...

The title compound, C(36)H(30)NP(2) (+)·Br(-)·C(2)H(3)N, crystallized from a CH(3)CN/OEt(2) solution as an acetonitrile solvate. The central P-N-P angle [142.88 (10)°] is significantly larger than in the corresponding chloride and iodide structures.