Naturalproductman’s Blog

Hey, is that a natural product?!

Archive for the ‘Cycloaddition’ 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 »

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 »

[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 »

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 »

Presilphiperfolan-1-ol synthesis

Posted by naturalproductman on August 23, 2012

Stoltz and colleague have reported in ACIE on the enantioselective syntheses of some sesquiterpenoid biosynthetic precursors.  The 5,6-ring system was made from an intramolecular Diels-Alder.

biosynthetic

ACIE paper

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

Acutimine approach

Posted by naturalproductman on August 15, 2012

Sarah Reisman and colleague have reported in Organic Letters on their elegant approach to acutimine via a [2+2] cycloaddition – however, their retro-aldol reaction to open the cyclobutane ring failed.

acutimine

OL paper

Posted in Alkaloids, Cycloaddition, Light Mediated, Methodology, Pericyclic reactions, [2+2] | Leave a Comment »

2 routes for elatenyne and is DFT going to be a standard for natural product structure assignment?

Posted by naturalproductman on July 3, 2012

Deukjoon Kim (Seoul National University) and Jonathon Burton (University of Oxford) and co-workers have reported in JACS on a synthesis of elatenyne.

elatenyne

JACS paper

Posted in Cascade Reactions, Methodology, Tetrahydrofuran, [2+2] | Leave a Comment »

 
Follow

Get every new post delivered to your Inbox.

Join 50 other followers