Ireland Claisen/Cope rearrangement

James Leighton and co-workers reported in JACS on a mechanistic study of a tandem Ireland Claisen/Cope rearrangement reaction to form some polycyclic rings.

JACS paper

Reaction after another

Corey Stephenson and colleague at Boston University have reported in Organic Letters on an iridium catalyzed tandem reaction using visible light – the reaction forms a divinyl cyclopropane intermediate that undergoes a Cope rearrangement.

OL paper

Vittatalactone Synthesis

Christoph Schneider and co-workers at Universitat Leipzig have published in Chem Comm on their total synthesis of vittatalactone, which involves an oxy-Cope rearrangement to place the carbons in the correct position with unsaturation followed by an asymmetric reduction to yield the methyls in the correct stereochemical arrangement.

 

Chem Comm paper

Gold Catalyzed Cycloheptannulation

Cristina Nevado and co-workers from the Universitat Zurich in Switzerland have published in ACIEE on a gold catalyzed cycloheptannulation approach to accessing the seven membered ring in frondosin.

 

ACIEE paper

[4+3] with Rhodium

Richmond Sarpong and Huw Davies teamed up to published in JACS on a [4+3] cycloaddition approach to synthesize barekoxide and barekol using a dirhodium catalyst.

JACS paper

Cope Rearrangement to Seven Membered Rings

Seven membered rings are hard to make but Vladimir Birman and co-workers at Washington University have published in Organic Letters on a [3,3] Cope rearrangement approach to access seven membered rings.

OL paper