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Archive for the ‘Transition Metal’ Category

Reactions involving transition metals

Cyclobutenone ring expansion

Posted by naturalproductman on August 20, 2014

Guangbin Dong and colleague at UT Austin have reported in ACIE on the synthesis of cycloinumakiol through a rhodium catalyzed cascade reaction that forms the tetracyclic ring structure of the compound.

C-C

ACIE paper

Posted in Methodology, One pot, Rhodium, Ring expansion, Ring forming, Ring Opening, Total Synthesis, Transition Metal | Leave a Comment »

Z-selective olefin metathesis

Posted by naturalproductman on August 20, 2014

Robert Grubbs and co-workers have reported in JACS on factors that influence Z-selective olefin metathesis.

Z-selective

JACS paper

Posted in Metathesis, Methodology, Ring forming, Ruthenium, Transition Metal | Leave a Comment »

Electrocyclic ring opening to ketonitrones

Posted by naturalproductman on July 27, 2014

Masahiro Terada and co-workers from Tohoku University have reported in Organic Letters on a copper-catalyzed rearrangement to form alpha,beta-unsaturated ketonitrones.

nitrone

OL paper

Posted in Cascade Reactions, Copper, Electrocyclization, Mechanistic, Methodology, Pericyclic reactions, Transition Metal | Leave a Comment »

Aryl halide couplings with Sp3-carbons

Posted by naturalproductman on July 27, 2014

Gary Molander and colleagues reported in Science on a photoredox nickel dual catalysis for a cross coupling reaction between an sp3-hybridized organoboron and an aryl halide.

Science paper (Molander)

In the same issue, David Macmillan and co-workers have reported on a photoredox reaction involving a nickel catalyzed coupling between an sp3-alpha-carboxyl and an aryl halide.

Science paper (Macmillan)

 

Posted in Cascade Reactions, cross coupling, Light Mediated, Methodology, Nickel, Transition Metal | Leave a Comment »

C-O bond cleavage with Ir

Posted by naturalproductman on July 27, 2014

Alan Goldman and co-workers from Rutgers have reported in ACIE on an iridium pincer complex catalyzed C-O bond cleavage.

C-O

ACIE paper

Posted in Catalytic, Iridium, Methodology, Transition Metal | Leave a Comment »

Rhodium cascade

Posted by naturalproductman on July 16, 2014

Richmond Sarpong and co-workers have reported in ACIE on a rhodium catalyzed cascade reaction involving an aza-Cope rearrangement.

Cope

ACIE paper

Posted in Aza-Cope rearrangement, Cascade Reactions, Methodology, Named Reactions, Rhodium, Transition Metal | Leave a Comment »

Indole alkaloid synthesis

Posted by naturalproductman on July 15, 2014

Corey Stephenson and colleague at the University of Michigan have reported in JACS on the synthesis of pseudotabersonine. A mental roadblock for me was when I was looking at the paper, I was trying to find the structure of catalyst 5, which was the iridium catalyst used for a ring opening reaction, but just found the number 5 in the scheme. Within the text of the paper however it says Ir(dF(CF3)ppy)2(dtbbpy)PF6, which was cited with a Sigma Aldrich catalog number.

 

photoredox

JACS paper

Posted in Alkaloids, Indoles, Iridium, Light Mediated, Methodology, Transition Metal | Leave a Comment »

Rh-catalyzed cycloisomerization

Posted by naturalproductman on June 7, 2014

Chisato Mukai and co-workers from Kanazawa University have reported in ACIE on a rhodium catalyzed cycloisomerization.
rhodium
 

ACIE paper

Posted in Allenes, Methodology, Rhodium, Transition Metal | Leave a Comment »

Dehydrogenation with iron

Posted by naturalproductman on June 7, 2014

William Jones and co-workers from the University of Rochester have reported in JACS on an iron catalyzed dehydrogenation.

dehydrogenation

JACS paper

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

Pd-catalyzed C-N bond formation

Posted by naturalproductman on June 5, 2014

Matthew Gaunt and co-workers from the University of Cambridge have reported in Nature on a palladium catalyzed intramolecular C-N bond formation from C-H bonds. I am reminded of the ACIE paper from Frances Arnold’s group at Caltech where they used a P450 mutant to do a similar reaction.

 

Nature paper

Posted in C-H activation, Methodology, Palladium, Transition Metal | Leave a Comment »

 
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