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Archive for the ‘Radical Chemistry’ Category

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

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 »

Steenkrotin A synthesis

Posted by naturalproductman on April 18, 2015

Huanfeng Ding and co-workers from Zhejiang University have reported in ACIE on the synthesis of steenkrotin A.

steenkrotin A

ACIE paper

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

 
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