Naturalproductman’s Blog

Hey, is that a natural product?!

Archive for the ‘[2+2]’ Category

Strained alkynes are in

Posted by naturalproductman on October 25, 2014

Rick Danheiser and colleague have reported in JACS on the synthesis of an aza-cyclohexyne to do the chemistries that other people have been doing with benzynes.

alkyne

JACS paper

Posted in Diels-Alder, Methodology, Named Reactions, [2+2] | Leave a Comment »

Dictazole synthesis

Posted by naturalproductman on May 13, 2014

Grey Erwan Poupon and co-workers at CNRS have reported in ACIE on the synthesis of dictazole.

dictazole

ACIE paper

Posted in Alkaloids, Methodology, Total Synthesis, [2+2] | Leave a Comment »

Asymmetric [2+2]

Posted by naturalproductman on April 25, 2014

Tehshik Yoon and co-workers published in Science on an enantioselective [2+2] reaction.

Science paper

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

Asymmetric [2+2]

Posted by naturalproductman on November 15, 2013

Thorsten Bach and colleague have reported in Science on a Lewis acid catalyzed [2+2] reaction.

 

Science paper

Posted in Asymmetric, Cascade Reactions, Cycloaddition, Methodology, Pericyclic reactions, [2+2] | 1 Comment »

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 »

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 »

[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 »

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 73 other followers