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Archive for the ‘Copper’ Category

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 »

Aziridinone oxidant

Posted by naturalproductman on February 20, 2013

Yian Shi and co-workers have published in OL on a copper catalyzed oxidation of alcohols using an aziridinone oxidant.

copper

OL paper

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

Thiophenes from Simmons-Smith

Posted by naturalproductman on November 30, 2012

Kanchugarakoppal Rangappa and co-workers at the University of Mysore in India have reported in Tetrahedron Letters on the synthesis of thiophenes using a Simmons-Smith reagent.

thiophene

TL paper

Posted in Cascade Reactions, Copper, Methodology, Named Reagents, Simmons-Smith, Transition Metal, Zinc | Leave a Comment »

1,4-conjugate addition in water

Posted by naturalproductman on November 28, 2012

Bruce Lipshutz and co-workers have reported in JACS on a organocuprate Michael addition in WATER.

Cu

JACS paper

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

 
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