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Archive for the ‘Nazarov cyclization’ Category

Tetrapetalone A-Me glycon synthesis

Posted by naturalproductman on July 12, 2014

Alison Frontier and co-workers at Rochester University and Hoveyda Boston College have reported in ACIE on the synthesis of tetrapetalone A-Me glycon.

tetrapetalone

 

ACIE paper

Posted in Alkaloids, Methodology, Named Reactions, Nazarov cyclization, Total Synthesis | Leave a Comment »

Gracilamine synthesis

Posted by naturalproductman on July 12, 2014

Shuanhu Gao and co-workers at East China Normal University have reported in ACIE on the synthesis of gracilamine.
alkaloid

ACIE paper

 

Posted in Alkaloids, Mannich, Methodology, Michael, Named Reactions, Nazarov cyclization, Total Synthesis | Leave a Comment »

Imino-Nazarov reaction

Posted by naturalproductman on November 8, 2012

Richard Hsung and co-workers published in Org Lett on an imino Nazarov reaction catalyzed by gold and silver.

imino Nazarov

OL paper

Posted in Cascade Reactions, Gold, Methodology, Named Reactions, Nazarov cyclization, Transition Metal | Leave a Comment »

Cascade Nazarov

Posted by naturalproductman on November 7, 2012

Carlos Saa and co-workers at Universidad de Santiago de Compostela in Spain have reported in ACIE on a cascade Nazarov reaction.

Nazarov

ACIE paper

Posted in Cascade Reactions, Methodology, Named Reactions, Nazarov cyclization | Leave a Comment »

Another Nazarov? Or not.

Posted by naturalproductman on August 31, 2012

Zhang-Jie Shi and co-workers at Peking University have reported in Organic Letters on a palladium catalyzed cyclization process, which at first glance looked like it may be a Nazarov reaction but they proved that it probably is not a Nazarov reaction because of the observed kinetic isotope effect when they replaced the aryl hydrogens with deuteriums.

no not a Nazarov

OL paper

Posted in Cascade Reactions, Electrocyclization, Methodology, Named Reactions, Nazarov cyclization, Palladium, Pericyclic reactions, Transition Metal | Leave a Comment »

Torqueselective Nazarov

Posted by naturalproductman on April 4, 2012

Bernard Flynn and co-workers from Monash University in Australia have reported in Organic Letters on a Nazarov cyclization using a dienone precursor with an oxazolidinone precursor.  Tius has used a chiral auxilliary before either from some sugar or camphor source.
Nazarov

OL paper

Posted in Asymmetric, Methodology, Named Reactions, Nazarov cyclization | Leave a Comment »

Rocaglamide via Nazarov

Posted by naturalproductman on March 29, 2012

Phil Magnus and co-workers have published in JACS on a Nazarov cyclization approach to access rocaglamide.
rocaglamide

JACS paper

Posted in Aromatic, Methodology, Named Reactions, Nazarov cyclization | Leave a Comment »

Roseophilin formal synthesis

Posted by naturalproductman on November 28, 2011

Junbiao Chang and co-workers at Zhengzhou University have reported in JOC on a formal synthesis of roseophilin.

roseophilin

JOC paper

Posted in Alkaloids, Cascade Reactions, Electrocyclization, Methodology, Named Reactions, Nazarov cyclization, Pericyclic reactions | Leave a Comment »

Asymmetric Nazarov

Posted by naturalproductman on September 9, 2011

Magnus Rueping and co-worker from Aachen University have reported in Chemical Communications on an asymmetric Nazarov reaction that involves the addition of a bromine using N-triflylphosphoramide as the protonating source.  The substrate looks like the dienone that Dirk Trauner and co-worker used when he reported a scandium catalyzed Nazarov reaction excluding the bromination part.

bromine

Chem Comm paper

Posted in Asymmetric, Cascade Reactions, Electrocyclization, Methodology, Named Reactions, Nazarov cyclization, Organocatalytic, Pericyclic reactions | Leave a Comment »

Nazarov cyclization via conjugate addition

Posted by naturalproductman on July 26, 2011

Alison Frontier and co-workers at the University of Rochester have reported in JACS on a Nazarov cyclization

Nazarov

JACS paper

Posted in Conjugate Additions, Methodology, Named Reactions, Nazarov cyclization | Leave a Comment »

 
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