A highly reactive Ag(I)-catalyzed [3 + 2] cycloaddition of azomethine ylides is founded using AgOAc as the catalytic precursor and phosphines as ligands. Using a new bis-ferrocenyl amide phosphine (FAP) as the ligand, we found that high enantioselectivities (up to 97% ee) have been achieved in the [3 + 2] cycloaddition of azomethine ylides. Up to four stereogenic centers can be established in t...

Stabilization of imidic carbonyl ylides derived from alpha-diazocarbonyl compounds and succinimide occurs in two different ways: ylides from diazoesters experience a [1,4]-hydrogen shift to produce the corresponding O-alkylimidates while their analogues with at least one acyl group undergo [1,5]electrocyclization yielding 1,3-dioxoles. DOI: https://doi.org/10.1016/j.tetlet.2006.01.155 Posted at...

The use of carbonyl-stabilised ammonium ylides to access chiral glycidic amides and the corresponding aziridines has so far been limited to racemic trans-selective protocols. We herein report the development of an asymmetric approach to access such compounds with high levels of stereoselectivity using easily accessible chiral auxiliary-based ammonium ylides. The use of phenylglycinol as the chi...

Sulfur ylides are an important class of organic compounds due to their ability perform many different transformations that can give diverse and interesting products with a high degree complexity. Although metal-catalyzed frequent in this compounds, organocatalyzed remain scarce. From initial works, review aims show from sulfur ylides, involving cyclopropanation formal N–H, S–H, C–H insertion re...

in this paper, the chemical functionalization of carboxylate multi-walled carbon nanotubes by methyl (triphenyl phosphoranylidene) acetate have been investigated. phosphorus ylides are important compound in organic chemistry. at first, methyl (triphenyl phosphoranylidene) acetate, synthesized from salt metod in two steps: the formation of the phosphonium salt and the deprotonation of the latter...

Rearrangement and fragmentation patterns, which have been observed during uv. irradiation of the following pyridinium ylides, will be discussed: pyridinium methylides, N.-iminopyridinium ylides and pyridine-N--oxides. As a rule these mesoionic compounds undergo two competing reactions: i) photolytic cleavage via a triplet state, leading to the corresponding pyridines and to carbenes, nitrenes a...

Natural products and their signature fragments are an enduring resource for identifying biological modulators. A number of biologically active alkaloids, such as strychnofoline and isorhynchophylline (Fig. 1), feature spiroindolizidine oxindoles. This fragment is considered ‘privileged’ for potential therapeutic investigation and there is much interest in developing expedient synthesis of such ...