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Archive for the ‘Transition Metal’ Category

Reactions involving transition metals

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 »

Expect the unexpected – allylic alcohols from epoxides

Posted by naturalproductman on January 27, 2016

Margaret Brimble and co-workers from the University of Auckland have reported in Organic Letters on a cobalt-catalyzed conversion of an epoxide to an allylic alcohol using the Corey-Chaykovsky reagent.

 

OL paper

Posted in Cascade Reactions, Cobalt, Methodology, 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 »

Back to Back Method Papers: Allenamide + Aldehyde = alpha-Alkylation

Posted by naturalproductman on January 22, 2016

Fernando Lopez and co-workers at Universidad de Santiago de Compostela have reported in Chemical Communications on a gold/organocatalyst-cocatalyzed alpha alkylation of aldehydes. Interestingly Jose Gonzalez and co-workers at Universidad de Oviedo also reported in Chem Comm on a gold/organocatalyst reaction.

 

Chem Comm paper

 

Chem Comm paper 2

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

Access to 7-membered rings from lactams

Posted by naturalproductman on January 22, 2016

Scott Sieburth and co-workers from Temple University reported in ACIE on an interesting transformation converting a delta-lactam to a cycloheptanone ring.

 

ACIE paper

Posted in Cascade Reactions, Kulinkovich-de Meijere, Named Reactions, Titanium, Transition Metal | Leave a Comment »

[3+2+2] by ruthenium

Posted by naturalproductman on January 22, 2016

Boshun Wan and co-workers from the Chinese Academy of Sciences have reported in ACIE on a [3+2+2] reaction catalyzed by ruthenium to form aspen skeletons.

 

ACIE paper

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

Diacyl peroxide + Olefin = Alkyl-ester + CO2

Posted by naturalproductman on January 21, 2016

Hongli Bao and co-workers from the Chinese Academy of Sciences have reported in Organic Letters on a copper catalyzed reaction that adds an ester group and an R group across an olefin using a diacyl peroxide. To make these daily peroxides (which are potentially explosive), they treated acyl chlorides with hydrogen peroxide.

 

OL paper

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

Late stage tritiation

Posted by naturalproductman on January 15, 2016

Paul Chirik and co-workers at Princeton have reported in Nature on an iron catalyzed tritiation of aryl groups. Late-stage radio labeling is important for use in industry.

 

Nature paper

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

Pd-cross coupling with vinylogous enolates

Posted by naturalproductman on October 28, 2015

Troels Skrydstrup and co-workers at Aarhus University have reported in JACS on a palladium catalyzed coupling between Csp2-iodides and vinylogous enolates.
enolate

JACS paper

Posted in cross coupling, Methodology, Palladium, Transition Metal | Leave a Comment »

Sigmatropic rearrangement cascade

Posted by naturalproductman on October 28, 2015

Here’s another example of the student who published a single author paper. Yang Yang at MIT from Buchwald’s lab reported in ACIE on a very cool sigmatropic rearrangement.
sigmatropic
ACIE paper

Posted in Cascade Reactions, Copper, Sigmatropic Rearrangements, Transition Metal | Leave a Comment »

 
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