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Archive for the ‘Copper’ Category

Silacarboxylation of allenes

Posted by naturalproductman on December 6, 2014

Yasushi Tsuji and co-workers have reported in JACS on a copper catalyzed silacarboxylation of allenes using carbon dioxide and a silylborane.

JACS paper

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

Dibromoalkenes from alkynes

Posted by naturalproductman on November 29, 2014

Weimin He and co-workers from Hunan University have reported in JOC on the synthesis of E-dibromoalkenes from alkynes using CuBr2.
copper

JOC paper

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

N-Tosyl hydrazones to alkynes with copper

Posted by naturalproductman on November 28, 2014

Huanfeng Jiang and co-workers from South China University of Technology have reported in ACIE on a copper catalyzed conversion of N-tosyl hydrazones to alkynes. The problem is I don’t know how regioselective this is.

copper

ACIE paper

Posted in Copper, Methodology, Transition Metal | 1 Comment »

Intermolecular hydroamination

Posted by naturalproductman on October 29, 2014

Stephen Buchwald and colleague have reported in JACS on an asymmetric intermolecular hydroamination reaction. I personally have tried an intermolecular hydroamination using a platinum catalyst, and it failed. This protocol is hopefully a good alternative.

copper

JACS paper

Posted in Copper, Methodology, 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 »

Copper catalyzed [3+2] mechanism

Posted by naturalproductman on May 6, 2014

When I saw the graphical abstract of this paper, the first thing that came to mind was Michael Kerr at the University of Western Ontario, but this paper was from Yong Tang’s group in SIOC in collaboration with Kendall Houk’s computational group to study the mechanism of this [3+2] reaction. They used the LANL2DZ basis set in this paper. Great to hear.

copper

JACS paper

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

Copper cascade

Posted by naturalproductman on May 6, 2014

Sherry Chemler and co-workers from SUNY Buffalo have reported in ACIE on a copper catalyzed carboetherification that involves an intramolecular alkoxide addition onto an olefin and coupling reaction to an alkene.

copper
ACIE paper

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

Posted by naturalproductman on September 5, 2013

Masaya Sawamura and co-workers published in ACIE on a copper catalyzed three component coupling between an alkyl borane, tributyltin methoxide, and an alkynoate.

tin

ACIE paper

Posted in Copper, Methodology, Multi-Component Coupling, Transition Metal | Leave a Comment »

Asymmetric aminoboration of alkenes

Posted by naturalproductman on March 20, 2013

Masahiro Miura and co-workers from Osaka University have reported in JACS on an olefin difunctionalization.

olefin

JACS paper

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

Desaturation

Posted by naturalproductman on February 21, 2013

C-H bond activation is popular because you can convert alkanes into alcohols – looks like a desaturase reaction where alkanes turn into alkenes is going to be up and coming in popularity soon. Pedro Perez and co-workers at CIQSO in Spain have reported in JACS on a copper catalyst that converted alkanes to alkenes.

 

JACS paper

Posted in C-H activation, Cascade Reactions, Copper, Dehydrogenation, Methodology, Transition Metal | Leave a Comment »

 
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