Grob Fragmentation for Daphnilongeranin B

David Zhigang Wang and co-workers from Peking University have reported in Organic Letters on a Grob fragmentation approach to access the seven membered ring in daphnilongeranin B.

 

OL paper

Vedelianin Synthesis

David Wierner and colleague from the University of Iowa have reported in Tetrahedron Letters on the synthesis of vedelianin via an epoxide opening cascade.

TL paper

Grob Fragmentation to Subsituted Piperidines

Andre Charette and co-worker at the University of Montreal in Canada have published in JOC on a Grob fragmentation approach to access a substituted piperidine, which in turn was used as a precursor for an indolizidine.

 

JOC paper

Grob Fragmentation

Alain Krief and co-workers have published in Tetrahedron Letters on cyclopropannelation/Haller-Bauer scission/Grob-fragmentation cascade reaction.

TL paper

R-Muscenone Synthesis

Charles Fehr and co-workers at Firmenich SA, a company that specializes in fragrant and flavor chemicals, in Switzerland have recently published in Chemistry – A European Journal on the synthesis of R-muscenone.  They have successfully achieved an enantioselective Aldol reaction through dynamic kinetic resolution using an ephedrine alkoxide base.  A reduction of the Aldol adduct (beta-hydroxy ketone) and subsequent Grob fragmentation followed in order to access the Z-olefin in the macrocyle.

Chemistry – A European Journal paper