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Archive for the ‘Light Mediated’ Category

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 »

JOC papers of interest 11/24/2015

Posted by naturalproductman on November 24, 2015

James White and co-workers reported on the synthesis of Huperzine A.

Christopher Marvin and co-workers from Hendrix College reported in JOC on the synthesis of tetrabenazine through a photoredox reaction to afford the piperidone moiety.

Young-Ger Suh and co-workers from Seoul National University reported on the synthesis of galiellalactone.

Ronaldo Pilli and co-workers from  Universidad Estadualde Campinas have reported on the synthesis of cryptomoscatone E3.

Scott Denmark and colleague reported on an asymmetrice 2,3-Wittig rearrangement.

JOC 11.24.2015 FKY

Posted in Alkaloids, Light Mediated, Mechanistic, Methodology, Sigmatropic Rearrangements, Total Synthesis | Leave a Comment »

Hydroamidation of olefins

Posted by naturalproductman on October 21, 2015

Robert Knowles and co-workers at Princeton have reported in JACS on a hydroamidation of olefins using an iridium catalyst.

hydroamidation

JACS paper

Posted in Iron, Light Mediated, Methodology, Transition Metal | Leave a Comment »

Triazoline + light

Posted by naturalproductman on September 4, 2015

Miguel Garcia-Garibay and co-workers at UCLA have reported in Organic Letters on a denitrogenation reaction of a triazoline using light to make an aziridine.
triazole
OL paper

Posted in Computational, Light Mediated, Mechanistic, Methodology | Leave a Comment »

Photoredox cross-coupling

Posted by naturalproductman on August 31, 2015

Larry Overman and co-workers reported in JACS on a photoredox coupling between tertiary alcohols and electron deficient olefins.

JACS paper

Posted in cross coupling, Light Mediated, Methodology | 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 »

C-C bond cleavage of alpha-aryl acetals

Posted by naturalproductman on July 13, 2015

Thomas Lectka and co-workers from Johns Hopkins University have reported in Chemical Science on an interesting C-C bond cleavage process.

C-C

Chemical Science paper

Posted in C-C Bond Breaking, Cascade Reactions, Light Mediated, Methodology | 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 »

[2+2] stereochemistry

Posted by naturalproductman on April 12, 2015

Thorsten Bach and co-workers at Technische Universität München have reported in JACS on the stereochemistry of some [2+2] reactions.

2+2
JACS paper

Posted in Light Mediated, Methodology, [2+2] | Leave a Comment »

Light mediated radical reaction

Posted by naturalproductman on April 12, 2015

Paolo Melchiorre and co-workers from ICIQ have reported in JACS on a light mediated alkylation of aldehydes.

light
JACS paper

Posted in Light Mediated, Methodology | Leave a Comment »

 
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