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Archive for the ‘Radical Chemistry’ Category

This reaction involves the formation of radicals to form new bonds.

Communensin F synthesis

Posted by naturalproductman on June 16, 2016

Mohammed Movassaghi and co-workers reported in JACS on the synthesis of communensin F.

 

JACS paper

Posted in Alkaloids, Methodology, Radical Chemistry, Total Synthesis | Leave a Comment »

Towards eribulin

Posted by naturalproductman on May 29, 2016

Yoshito Kishi and colleague have reported in JACS on a coupling reaction between a thioester and an alkyl bromide.

 

JACS paper

Posted in Cascade Reactions, Methodology, Radical Chemistry | Leave a Comment »

Gold catalyzed photoredox chemistry

Posted by naturalproductman on February 3, 2016

Stephen Hashmi and co-workers have reported in ACIE on the use of a gold dimer catalyst with a diphenylphosphinomethane ligand to effect a difluoroalkylation reaction.

hashmi ACIE 2016.gif

ACIE paper

Posted in Gold, Light Mediated, Methodology, Radical Chemistry, Transition Metal | Leave a Comment »

Jungermannenones B and C synthesis

Posted by naturalproductman on January 29, 2016

Xiaoguang Lei and co-workers from Peking University have reported in ACIE on the synthesis of jungermannenones B and C.

 

ACIE paper

Posted in Cascade Reactions, Methodology, Radical Chemistry, Total Synthesis | Leave a Comment »

Crotophorbolone synthesis

Posted by naturalproductman on October 23, 2015

Masayuki Inouye and co-workers have reported in ACIE on the synthesis of crotophorbolone.

radical

ACIE paper

Posted in Cascade Reactions, Methodology, Radical Chemistry, Seven-Membered Rings, Terpenoids, Total Synthesis | Leave a Comment »

Blue-LED induced cascade

Posted by naturalproductman on July 17, 2015

Zhiyong Jiang and co-workers from Henan University have reported in ACIE on a radical cascade cyclization using blue light emitted diodes.

radical

ACIE paper

Posted in Cascade Reactions, Light Mediated, Methodology, Radical Chemistry | Leave a Comment »

Pauson-Khand followed by a radical cyclization to yield a propellanone

Posted by naturalproductman on July 13, 2015

Laura Peterson and co-workers have reported in Tetrahedron on a molecule that looks like a propeller.
propeller
Tetrahedron paper

Posted in Cascade Reactions, Methodology, Named Reactions, Radical Chemistry | Leave a Comment »

Guanacastepene syntheses

Posted by naturalproductman on July 11, 2015

Chin-Kang Sha and colleague from National Tsing-Hua University have reported in Organic Letters on the syntheses of guanacastapenes N and O.

guanacastepene

OL paper

Posted in Copper, Diels-Alder, Kinetic resolution, Methodology, Named Reactions, Radical Chemistry, Sesquiterpenes, Total Synthesis, Transition Metal | Leave a Comment »

Combining 2 concepts from sophmore organic chemistry (Sn2 and radical initiation)d

Posted by naturalproductman on July 11, 2015

The Finkesltein reaction is a straightforward Sn2 reaction – however, you don’t normally think of displacing an aromatic halide as an Sn2 reaction. Chao-Jun Li and co-workers at McGill University reported on the aromatic Finkelstein reaction using light.

 
light
 

JACS paper

Posted in Light Mediated, Methodology, Named Reactions, Radical Chemistry | Leave a Comment »

Synthesis of Paclitaxel exploiting new ways

Posted by naturalproductman on May 28, 2015

Noritaka Chida and co-workers from Keio University have reported in Organic Letters on a radical cyclization approach toward taxol.

taxol

OL paper

They access the oxetane ring via intramolecular mesylate displacement.

OL paper2

Posted in Cascade Reactions, Methodology, Radical Chemistry, Total Synthesis | Leave a Comment »

 
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