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Archive for the ‘Scandium’ Category

Scandium-catalyzed hydroarylation

Posted by naturalproductman on August 30, 2014

Zhaomin Hou and co-workers from RIKEN have reported in JACS on an enantioselective hydroarylation using a scandium complex.
Sc

JACS paper

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

Methanol from CO2 and H2

Posted by naturalproductman on November 8, 2011

Melanie Sanford and colleague have come up with a recipe to convert carbon dioxide and hydrogen gas to methanol using three different catalysts.  The set up is interesting of course because it’s not your typical round bottom flask reaction – they used a pressure vessel containing the catalysts and added CO2 and H2.

methanol

JACS paper

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

That’s not normal reactivity

Posted by naturalproductman on September 9, 2011

Xiaoming Feng and co-workers at Sichuan University have reported in JACS on an alpha-nitrogenation reaction of a ketone using an alpha-diazoester as the electrophile.  Normally we see alpha-diazoesters react as carbene precursors by losing N2 gas but I didn’t know that the nitrogen can also be an electrophile…

scandium

JACS paper

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

Sc-catalyzed C-C bond insertion

Posted by naturalproductman on March 14, 2011

Jason Kingsbury and co-workers from Boston College have reported in Organic Letters on a scandium catalyzed insertion of a carbon unit into the alpha-position of a cyclic ketone.

C-C

 

OL paper

Posted in Asymmetric, C-C Bond Breaking, Methodology, Scandium, Transition Metal | Leave a Comment »

Hydride Shift and Hydride Shift

Posted by naturalproductman on February 18, 2011

Takahiko Akiyama and co-workers at Gakushuin University have reported in JACS on a carbon-carbon bond cleaving process followed by a carbon-carbon bond forming process using a scandium (III) triflate catalyst.

C-H

JACS paper

Posted in Cascade Reactions, Hydride Shift, Methodology, Ring forming, Scandium, Transition Metal | Leave a Comment »

Gold vs. Scandium

Posted by naturalproductman on August 10, 2010

This paper by Junliang Zhang and co-worker from East China Normal University illustrates the difference between using a gold catalyst and a scandium catalyst.  Usually you might predict in a transition metal catalyzed reaction that the metal is just a large cation so the metal doesn’t make a difference.  However, this is not always the case and here we see how gold’s alkynophilicity yields the furan product – it’s a matter of whether the metal likes oxygen vs. carbon (excuse the anthropomorphism).

gold vs. scandium

Chem Comm paper

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

Four to Five Ring Expansion

Posted by naturalproductman on July 29, 2010

Jason Kingsbury and co-workers from Boston College have published in Organic Letters on the use of TMS-diazomethane to expand a cyclobutanone to a cyclopentanone.

ring expansion

OL paper

Posted in Cascade Reactions, Methodology, Ring expansion, Scandium, Transition Metal | Leave a Comment »

Carbonyl Ene Reaction

Posted by naturalproductman on July 8, 2010

Teck-Peng Loh and co-workers at Nanyang Technological University in Singapore have published in JACS on a carbonyl ene reaction mediated by scandium.

cationic olefin

JACS paper

Posted in Cascade Reactions, Methodology, Scandium, Terpenoids, Titanium, Transition Metal | Leave a Comment »

Scandium Catalyzed Roskamp Reaction

Posted by naturalproductman on June 7, 2010

Xiaoming Feng and co-workers at Sichuan University have published in JACS on a scandium triflate catalyzed Roskamp reaction.

scandium


JACS paper

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

Fawcettimine Synthesis

Posted by naturalproductman on June 1, 2010

Michael Jung and co-worker at UCLA have published in Organic Letters on a total synthesis of fawcettimine via a scandium triflate mediated cyclopropane opening to form the cyclopentane ring in the alkaloid.

fawcettimine

OL paper

Posted in Alkaloids, Cascade Reactions, Methodology, Ring forming, Ring Opening, Scandium, Transition Metal | Leave a Comment »

 
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