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Archive for the ‘Radical Chemistry’ Category

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

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 »

Depolymerization of lignins

Posted by naturalproductman on November 8, 2014

Nicholas Westwood and co-workers from the University of St. Andrews have reported in ACIE on the breakdown of lignins to form substituted benzenes using a DDQ/tBuONO/O2 system.
depolymerization

ACIE paper

Posted in Methodology, Radical Chemistry | Leave a Comment »

Power of enzymes

Posted by naturalproductman on March 30, 2014

Kenji Watanabe and co-workers at Shizuoka University have reported in Chembiochem on the formation of dimeric diketopiperazine alkaloids from a cytochrome P450.

 

Chembiochem paper

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

Posted by naturalproductman on October 11, 2013

David Procter and co-workers have reported in JACS on an SmI2 promoted lactone opening.
radical

JACS paper

Posted in Methodology, Radical Chemistry | Leave a Comment »

Maoecrystal V synthesis

Posted by naturalproductman on September 25, 2013

Armen Zakarian and co-workers have reported in JACS on a synthesis of maoecrystal V.

maoecrystal V

JACS paper

Posted in C-H activation, Methodology, Radical Chemistry, Total Synthesis | Leave a Comment »

 
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