Nickel Catalyzed Amino-Arylation

Adding aryl groups across alkynes seems to be a developing chemical transformation in the field.  Nicolas Guimond and co-workers at the University of Ottawa have recently reported in JACS on a C-N bond addition across an alkyne.

Chirality Transfer

Norbert De Kimpe and co-workers from Ghent University have recently reported in Chemical Communications on the reduction of chiral N-(tertbutanesulfinyl)ketimines with chlorides to yield chiral pyrrolidines upon reduction with LiBEt3H.

Chem Comm paper

Nickel Catalyzed C-C Bond Cleavage

Koichiro Oshima and co-workers from Kyoto University have recently reported in Organic Letters on a Ni-catalyzed C-C bond cleavage.

OL paper

TIPCARM

James White and co-workers have recently reported in JOC on a [2+2] photocycloaddition followed by a retro-Mannich cascade reaction (TIPCARM), which further undergoes another retro-Mannich reaction and a rearrangement to yield a spirocycle.

JOC paper

Nickel’s C-H Activation

Timothy Jamison and co-worker have recently reported in JACS on a nickel catalyzed allylic substitution of a mono-substituted alkene.

JACS paper

Ugi-Approach for 4,4-Disubstituted Piperidines

Guillaume Laconde and co-workers at INSERM have recently reported in Tetrahedron Letters on an Ugi reaction to synthesize 4-aminopiperidine-4-carboxylic acids.

Tetraheron Letters paper

Cyclohexyne

Erick Carreira and co-workers have used cyclohexyne to cleave a C-C bond and expand a ring system.  A hypervalent iodine was used to generate the strained alkyne.

ACIEE paper

Ullmann Reaction for Vinyl Enol Ethers

Craig Merlic and co-worker at UCLA have recently reported in Organic Letters on an Ullmann reaction from a vinyl boron substrate to couple to the oxygen of an allylic alcohol.  The yield was optimized in the presence of a terminal alkyne, which was used as a ligand for copper.

OL paper

Pd-Catalyzed Spirocyclization

Jieping Zhu and co-workers from CNRS have recently reported in Chemistry a European Journal on a spirocyclization process that forms two rings in one reaction with the use of a palladium catalyst.  One of the steps involves an aminopalladation to make the pyrrolidine-unit.

Chemistry a European Journal paper

Allene Times Two

Benito Alcaide and co-workers (CSIC and University of Oxford) have recently reported in Chemistry – a European Journal on a cross coupling cyclization reaction between two different allene compounds in the presence of a palladium catalyst.

Chemistry a European Journal paper