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Archive for the ‘Electrocyclization’ Category

Electrocyclic ring opening to ketonitrones

Posted by naturalproductman on July 27, 2014

Masahiro Terada and co-workers from Tohoku University have reported in Organic Letters on a copper-catalyzed rearrangement to form alpha,beta-unsaturated ketonitrones.

nitrone

OL paper

Posted in Cascade Reactions, Copper, Electrocyclization, Mechanistic, Methodology, Pericyclic reactions, Transition Metal | 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 »

DFT calculations of a retro-Nazarov

Posted by naturalproductman on July 6, 2012

Satoshi Inagaki and co-workers at Gifu University have reported in JACS on some DFT calculations of a retro-Nazarov reaction.

retro Nazarov

JACS paper

Posted in Electrocyclization, Methodology, Named Reactions, Pericyclic reactions, retro-Nazarov | Leave a Comment »

Chromium cascade

Posted by naturalproductman on May 8, 2012

Nobuhara Iwasawa and co-workers at Tokyo Institute of Technology have reported in ACIE on a chromium catalyzed cascade.

chromium

ACIE paper

Posted in Cascade Reactions, Chromium, Electrocyclization, Light Mediated, Methodology, Transition Metal | Leave a Comment »

Atropurpuran progress

Posted by naturalproductman on December 14, 2011

Richard Hsung and co-workers have reported in Organic Letters on their progress towards atropurpuran.

atropurpuran

OL paper

Posted in Allenes, Diterpene, Electrocyclization, Methodology, Pericyclic reactions | 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 »

Eight membered ring from four membered ring

Posted by naturalproductman on November 21, 2011

Rick Danheiser and co-workers at MIT have reported in Tetrahedron on a way to make cyclo-octatrienes.

cyclooctatriene

Tetrahedron paper

Posted in Allenes, Electrocyclization, Methodology, Pericyclic reactions | Leave a Comment »

Electrocyclization cascade

Posted by naturalproductman on November 17, 2011

Martin Smith and co-workers at Oxford have reported in Chemical Science on an electrocyclization that involves the initial formation of an imine.

cascade

Chemical Science paper

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

Hamayne synthesis

Posted by naturalproductman on October 4, 2011

Martin Banwell and co-workers at Australian National University have reported in Organic Letters on their synthesis of hamayne featuring an electrocyclic ring-opening.

hamayne

OL paper

Posted in Alder-ene, Alkaloids, Cascade Reactions, Electrocyclization, Methodology, Named Reactions, 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 »

 
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