Naturalproductman’s Blog

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Archive for the ‘Pericyclic reactions’ Category

Gold catalyzed [2+2]

Posted by naturalproductman on March 20, 2013

Antonio Echavarren and co-workers from ICIQ in Spain have reported in Org Lett on a gold catalyzed intramolecular [2+2] between an alkene and alkyne.

[2+2]

OL paper

Posted in Cycloaddition, Gold, Methodology, Pericyclic reactions, Transition Metal, [2+2] | Leave a Comment »

Alkynoates and allylic ethers

Posted by naturalproductman on February 27, 2013

Young Ho Rhee and co-workers from Pohang University of Science and Technology have reported in Org Lett on a gold catalyzed coupling of an alkynoate and allylic ether.

ether

OL paper

Posted in Cascade Reactions, Gold, Mechanistic, Methodology, Sigmatropic Rearrangements, Transition Metal | Leave a Comment »

Towards maoecrystal V

Posted by naturalproductman on February 21, 2013

John Chisholm and co-workers from Syracuse University have reported in Tetrahderon Letters on an intramolecular approach towards maeocrystal V.

maoecrystal V

TL paper

Posted in Cycloaddition, Diels-Alder, Methodology, Named Reactions, Pericyclic reactions | Leave a Comment »

That’s pretty strained

Posted by naturalproductman on February 20, 2013

Fumitoshi Kakiuchi and co-workers from Keio University have reported in Org Lett on a rhodium catalyzed [2+2] reaction between a terminal alkyne and an electron deficient alkene to form a cyclobutene.

strained

OL paper

Posted in Cycloaddition, Methodology, Rhodium, Transition Metal, [2+2] | Leave a Comment »

From furans to indoles

Posted by naturalproductman on November 19, 2012

Peter Wipf and co-workers from University of Pittsburgh have reported in JOC on method for synthesis of 5-hydroxyindoles from furans.

indoles

JOC paper

Posted in Cascade Reactions, Cycloaddition, Methodology, Pericyclic reactions | Leave a Comment »

Maeocrystal V synthesis

Posted by naturalproductman on November 6, 2012

Danishefsky and colleague have reported in JACS on a racemic synthesis of maeocrystal V.

maeocrystal V

JACS paper

Posted in Cascade Reactions, Cycloaddition, Diels-Alder, Diterpenoids, Methodology, Named Reactions, Pericyclic reactions, Total Synthesis | Leave a Comment »

Asymmetric allylic amination

Posted by naturalproductman on October 29, 2012

Uttam Tambar and colleague at UT Southwestern have reported in JACS on a process involving the allylic amination of terminal olefins using a benzene using a benzenesulfonyl sulfurdiimide reagent.

amination

JACS paper

Posted in Asymmetric, Methodology, Sigmatropic Rearrangements | Leave a Comment »

[2+2] by cationic gold

Posted by naturalproductman on October 17, 2012

Jose Gonzalez and co-workers from the University of Oviedo have reported in ACIE on a cationic gold catalyzed [2+2] reaction.

2+2

ACIE paper

Posted in Gold, Methodology, Transition Metal, [2+2] | 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 »

Jiadifenin synthesis

Posted by naturalproductman on August 29, 2012

Hongbin Zhai and co-workers at SIOC have reported in ACIE on the synthesis of jiadifenin.  The key [2+2] installed the methyl ester substituent.

jiadifenin synthesis

ACIE paper

Posted in Allenes, Cycloaddition, Methodology, Pericyclic reactions, Total Synthesis, [2+2] | Leave a Comment »

 
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