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Archive for the ‘Rhodium’ Category

Propargylic benzoate to allene

Posted by naturalproductman on April 19, 2016

Erick Carreira and colleague have reported in Organic Letters on a rhodium catalyzed synthesis of chiral allenes from propargylic benzoates.

 

OL paper

Posted in Allenes, Methodology, Rhodium, Transition Metal | Leave a Comment »

Rhodium catalyzed decarboxylative coupling

Posted by naturalproductman on April 6, 2016

Bernhard Breit and co-workers reported in Chemical Communications on a rhodium catalyzed decarboxylative addition of beta-ketoacids to alkynes.

 

Chem Comm paper

Posted in Methodology, Rhodium, Transition Metal | Leave a Comment »

Rh- and Au- Cooperative Catalysis

Posted by naturalproductman on April 5, 2016

Here’s a neat cascade reaction from Sreenivas Katukojvala and colleague at Indian Institute of Science Education & Research involving the use of rhodium, gold, and diphenylphosphate to access 1,4-oxazines from enaldiazo ketones and N-propargyl anilines.

 

ACIE paper

Posted in Cascade Reactions, Cooperative Catalysis, Gold, Methodology, Rhodium, Transition Metal | Leave a Comment »

Looks like a ring-closing metathesis

Posted by naturalproductman on March 9, 2016

At first I thought this was a ring closing metathesis reaction  but the catalyst was rhodium and there is an extra allylic methyl group – it is a cycloisomerization reaction (by Vy Dong’s group).

 

 

JACS paper

Posted in Asymmetric, C-H activation, Methodology, Rhodium, Transition Metal | Leave a Comment »

Alkyne hydrothiolation with Wilkinson’s catalyst

Posted by naturalproductman on January 27, 2016

Jennifer Love and co-workers from the University of British Columbia reported in Organic Letters on the use of Wilkinson’s catalyst to perform a hydrothiolation reaction across an alkyne to synthesize K777, a cysteine protease inhibitor.

 

OL paper

Posted in Methodology, Rhodium, Transition Metal | Leave a Comment »

An allene and cyclobutanone walk into a bar…

Posted by naturalproductman on October 21, 2015

Guangbin Dong and colleague have reported in JACS on an intramolecular coupling between cyclobutanones and allenes.

cyclobutanone

JACS paper

Posted in Cascade Reactions, Methodology, Rhodium, Ring forming, Ring Opening, Transition Metal | Leave a Comment »

ent-Ketorfanol synthesis

Posted by naturalproductman on August 18, 2015

Jonathan Ellman and co-workers have reported in ACIE on the synthesis of ent-ketorfanol.

alkaloid

ACIE paper

Posted in Alkaloids, Rhodium, Total Synthesis, Transition Metal | Leave a Comment »

Brevisin via epoxide ring opening

Posted by naturalproductman on May 28, 2015

Timothy Jamison and co-workers have reported in JACS on their formal synthesis of brevisin.

polyepoxide

JACS paper

Posted in Cascade Reactions, Formal Synthesis, Rhodium, Total Synthesis, Transition Metal | Leave a Comment »

A Formal Metathesis

Posted by naturalproductman on April 16, 2015

Zhang Jie-Shi and co-workers from the Chinese Academy of Sciences have reported in JACS on a rhodium catalyzed exchange between an aryl keton and an aryl carboxylic acid to form aliphatic carboxylic acids and biaryl compounds.

cascade

JACS paper

Posted in Cascade Reactions, Metathesis, Methodology, Rhodium, Transition Metal | Leave a Comment »

Arylnitrones to indolynes

Posted by naturalproductman on April 12, 2015

Sukbok Chang and colleague at KAIST have reported in JACS on a synthesis of indolynes using a rhodium catalyst.

indolyne

JACS paper

Posted in Cascade Reactions, Methodology, Rhodium, Transition Metal | Leave a Comment »

 
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