Archive for February, 2010
Posted by naturalproductman on February 28, 2010
Tarek Sammakia and co-workers at the University of Colorado at Boulder have recently published in ACIEE on a formal synthesis of diazonamide. The key cyclization process involved an SnAr reaction, which displaces a bromide on the oxazole group.

ACIEE paper
Posted in Alkaloids, Aromatic, Cascade Reactions, Conjugate Additions, Methodology | Leave a Comment »
Posted by naturalproductman on February 28, 2010
David Chen and co-workers at Institute of Chemical and Engineering Sciences in Singapore have recently published in JACS on the synthesis of echinopines where the key reactions involved the use of an alpha-diazo carbonyl intermediate to afford a cyclopropane ring and an SmI2-mediated intramolecular pinacol coupling between an aldehyde and ketone to form a seven membered ring.

JACS paper
Posted in Cascade Reactions, Methodology, Rhodium, Ring forming, Seven-Membered Rings, Transition Metal | 2 Comments »
Posted by naturalproductman on February 27, 2010
Raymond Andersen’s group at the University of British Columbia have recently published on the isolation of a thiomorpholine containing bafilomycin.

JNP paper
Posted in Macrolides | Leave a Comment »
Posted by naturalproductman on February 27, 2010
Brian Connell and co-workers at Texas A&M have recently published in Chemical Communications on a methylenation process that leads to alpha,beta-unsaturated enones, enals, from ketones and aldehydes.

Chemical Communications paper
Posted in Methodology | Leave a Comment »
Posted by naturalproductman on February 27, 2010
Bartolo Gabriele and co-workers at Università della Calabria in Italy have recently published in Tetrahedron Letters on a palladium catalyzed four component process that leads to substituted furans.

TL paper
Posted in Cascade Reactions, Methodology, Palladium, Transition Metal | Leave a Comment »
Posted by naturalproductman on February 26, 2010
Ken Tanaka and co-workers at the Tokyo University of Agriculture and Technology have recently published in Organic Letters on a method to make substituted pyridines from two aryl ethynyl ethers and an isocyanate using a rhodium catalyst.

OL paper
Posted in Cascade Reactions, Methodology, Multi-Component Coupling, Rhodium, Transition Metal | Leave a Comment »
Posted by naturalproductman on February 26, 2010
Chang Ho Oh and Hanyang University have recently published in Organic Letters on a platinum catalyzed cyclization process of an enynylbenzaldehyde.

OL paper
Posted in Methodology, Platinum, Transition Metal | Leave a Comment »
Posted by naturalproductman on February 26, 2010
Norio Sakai and co-workers at the Tokyo University of Science have recently published in Organic Letters on a multi-component reaction that involves the coupling between two alkynes and an aryl halide using a palladium catalyst.

OL paper
Posted in Cascade Reactions, Methodology, Multi-Component Coupling, Palladium, Transition Metal | Leave a Comment »
Posted by naturalproductman on February 26, 2010
Dale Boger and co-workers have published in JACS on a nice synthesis of vindoline that looks like his previous synthesis of fendleridine. However, it’s worth looking at considering the generality of this awesome reaction.

JACS paper
Posted in Alkaloids, Methodology, Pericyclic reactions | Leave a Comment »
Posted by naturalproductman on February 25, 2010
We always hear about transition metal catalyzed C-H insertions. Well here’s a C-H activation mechanistic study with magnesium from the labs of Detlef Schröder and co-workers at the Academy of Sciences of the Czech Republic.

Chemistry a European Journal paper
Posted in C-H activation, Methodology | Leave a Comment »