Naturalproductman’s Blog

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Archive for the ‘Transition Metal’ Category

Reactions involving transition metals

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 »

[5+2] with rhodium

Posted by naturalproductman on May 14, 2014

Paul Wender and co-workers have reported in Organic Letters on a rhodium catalyzed [5+2] reaction.

propargyl

OL paper

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

Macrolactonization towards neopeltolide

Posted by naturalproductman on May 13, 2014

Mingji Dai and co-workers from Purdue have reported in ACIE on alkoxycarbonylative macrocyclization.

Pd

ACIE paper

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

 
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