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Archive for the ‘Stille’ Category

Towards PF-1018

Posted by naturalproductman on April 2, 2013

Dirk Trauner and co-workers at have reported in Organic Letters on a Stille-Diels Alder cascade approach towards PF-1018.

PF-1018

OL paper

Posted in Cascade Reactions, cross coupling, Diels-Alder, Methodology, Named Reactions, Stille | Leave a Comment »

Arabilin synthesis

Posted by naturalproductman on December 2, 2011

Kathlyn Parker and colleague have reported in JACS on a synthesis of arabilin, an androgen receptor antagonist that can potentially treat prostate cancer (IC50 of 11 micromolar towards AR).  A 1,7-hydride shift occured in their key Stille coupling to afford the correct isomer.

antagonist

JACS paper

Posted in Cancer, Cascade Reactions, cross coupling, Hydride Shift, Methodology, prostate, Protein Targets, Proteins, Receptors, Stille, Transition Metal | Leave a Comment »

Haplophytine Progress

Posted by naturalproductman on January 24, 2011

Albert Padwa and co-workers at Emory have reported on a [4+2] reaction to access the pyridine ring in haplophytine.

haplophytine

Synlett paper

Posted in Cascade Reactions, cross coupling, Cycloaddition, Methodology, Palladium, Pericyclic reactions, Stille, Transition Metal | Leave a Comment »

Almost there!

Posted by naturalproductman on September 17, 2010

Michael Burkhart and co-workers at UCSD have published in Organic Letters on their progress towards the synthesis of spirohexenolide.

spirohexenolide

OL paper

Posted in cross coupling, Macrocycles, Methodology, Palladium, Stille, Transition Metal | Leave a Comment »

Chivosazole Synthesis

Posted by naturalproductman on September 13, 2010

Markus Kalesse and co-workers at Leibniz Universitat Hannover in Germany have published in JACS on the total synthesis of Chivosazole.

chivosazole

JACS paper

Posted in Ando olefination, cross coupling, Macrocycles, Macrolides, Methodology, Named Reactions, Stille, Wittig | Leave a Comment »

Chloptosin Synthesis

Posted by naturalproductman on July 20, 2010

Steven Ley and co-workers at the University of Cambridge have published in ACIEE on the total synthesis of chloptosin.   A Stille cross coupling was employed to furnish the dimer using palladium and AsPh.

chloptosin

ACIEE paper

Posted in Cascade Reactions, cross coupling, Methodology, Organocatalytic, Palladium, Stille, Total Synthesis, Transition Metal | Leave a Comment »

Dictyosphaeric Acid Synthesis

Posted by naturalproductman on June 28, 2010

Richard Taylor and co-workers at the University of York have published in ACIEE on the synthesis of dictyosphaeric acid.  They reassigned the stereochemistry of the diol from the originally proposed structure.

dictyosphaeric acid

ACIEE paper

Posted in Cascade Reactions, Conjugate Additions, cross coupling, Ito-Saegusa oxidation, Methodology, Michael, Named Reactions, Palladium, Polyketides, Stille | Leave a Comment »

Galanthamine Synthesis

Posted by naturalproductman on April 8, 2010

Cheon-Gyu Cho’s group at Hanyang University have recently reported in Organic Letters on the synthesis of galanthamine.

galanthamine
OL paper

Posted in Alkaloids, Cascade Reactions, cross coupling, Cycloaddition, Diels-Alder, Methodology, Named Reactions, Pericyclic reactions, Stille | Leave a Comment »

Stille-Heck

Posted by naturalproductman on February 1, 2010

A Stille-Heck Cascade reaction has been reported in Organic and Biomolecular Chemistry by Bernard Flynn and co-worker at the Monash Institute of Pharmaceutical Sciences in Australia for the application in the synthesis of frondosin.

stille heck

OBC paper

Posted in Conjugate Additions, cross coupling, Heck, Methodology, Palladium, Stille, Transition Metal | Leave a Comment »

 
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