Pyrrolidines are intriguing scaffolds that can be found in a variety of natural products. They have numerous biological and organocatalytic uses. The asymmetric [3+2] cycloadditions employing metal catalysis with suitable chiral ligands is robust method for the synthesis enantioenriched pyrrolidines up to four centres. Recent advances summarized Review by Guiry Kumar (DOI. 10.1002/chem.20230029...

A series of 6-alkenyl-3-phenylcyclohex-2-enones has been synthesised and the structures of the products obtained from them on irradiation have been determined. The 6-propenyl compounds afforded a tricyclic 'parallel' [2 + 2] cycloaddition product and a bicyclic enone resulting from hydrogen abstraction in the biradical intermediate. The 6-butenyl and 6-pentenyl analogues gave 'crossed' cycloadd...

Electron-deficient alkenes undergo organocatalysed formal [3+2]-cycloaddition with isatin-derived imines, generating complex spirocyclic products high yield and stereoselectivity.

Oxadiazolones are first employed as the three-atom coupling partners in the Tf2NH-catalyzed cycloaddition with ynamides. This formal [3 + 2] cycloaddition allows a rapid synthesis of aminoimidazoles with a broad substrate scope. The approach also features a metal-free catalytic cycloaddition process, which may find applications in the synthesis of bioactive molecules. Besides, the resulting N-m...

A novel copper-catalyzed [3+2] cycloaddition reaction of secondary amines with α-diazo compounds has been developed via a cross-dehydrogenative coupling process. The reaction involves a sequential aerobic oxidation/[3+2] cycloaddition/oxidative aromatization procedure and provides an efficient method for the construction of 1,2,3-triazoles in a single step in an atom-economic manner from readil...

Intramolecular formal [4+2] cycloaddition between 3-ethoxycyclobutanones and a carbon-carbon double bond to the corresponding bicyclo[4.n.0]alkan-2-one derivatives proceeded effectively by using ethylaluminium dichloride.

Ugi adducts derived from aromatic aldehydes may be converted to pyrrolines via addition of Michael acceptors under microwave irradiation. The reaction may proceed via unusual formation of azomethine ylides followed by a [3+2] cycloaddition using Michael acceptors.

The GaCl3-assisted [2 + 3] cycloaddition of Mes*-N=P-Cl (Mes* = 2,4,6-tBu3C6H2) with trimethylsilylazide (TMS-N3) results in the formation of the first tetrazaphosphole, stabilized as a GaCl3 adduct in high yields (>96%).

[reaction: see text] A bifunctional AgOAc-catalyzed asymmetric cycloaddition of azomethine ylides with electronic-deficient alkenes was developed using ferrocenyloxazoline-derived N,P ligands. The reactive metal-bound azomethine ylide dipole is formed by the deprotonation with acetate, and extra base is not necessary. The reactions proceed with high enantioselectivity. This method provides an e...