Naturalproductman’s Blog

Hey, is that a natural product?!

Archive for the ‘One pot’ Category

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 »

Multi-component approach to guajadial B

Posted by naturalproductman on November 21, 2012

Looking at this molecule, one would never think that you can mix three things, a penta-substituted benzene ring, benzaldehyde and humulene, and obtain the final compound, guajadial! Ji-Kai Liu and co-workers at the Kunming Institute of Botany did such a thing!

MCC
OL paper

Posted in Biosynthesis, Cascade Reactions, Meroterpenoids, Methodology, Multi-Component Coupling, One pot, Total Synthesis | Leave a Comment »

Angelone synthesis

Posted by naturalproductman on April 25, 2012

Zhigang Weng and co-workers from Shenzhen University have reported in Tetrahedron on a synthesis of angelone.  The highlight is the cascade reaction forming the final product.

angelone

Tetrahedron paper

Posted in Aromatic, Cascade Reactions, Mechanistic, Methodology, One pot, Total Synthesis | Leave a Comment »

Olefin aminohydroxylation

Posted by naturalproductman on October 19, 2011

Istvan Marko and co-workers at Université catholique de Louvain in Belgium have reported in Tetrahedron on a nice synthesis of Telaprevir using an oxaziridine and a lithium amide to functionalize an alkene.

olefin

Tetrahedron paper

Posted in Cascade Reactions, Davies lithium amide, Diseases, Hepatitis C, Methodology, Multi-Component Coupling, Named Reagents, One pot | Leave a Comment »

Allyl alcohol transformation

Posted by naturalproductman on September 20, 2011

Jianliang Xiao and co-workers at the University of Liverpool have reported in Organic Letters on a one pot transformation of an allyl alcohol substrate to access dihydrochalcones.

allyl

OL paper

Posted in Cascade Reactions, cross coupling, Heck, Methodology, Multi-Component Coupling, One pot, Palladium, Transition Metal | Leave a Comment »

Cytimidine synthesis

Posted by naturalproductman on September 13, 2011

Ryan Looper and colleague at the University of Utah have reported in Organic Letters on their synthesis of cytimidine using a one pot three component approach of two amides and an aryl bromide.

cytimidine

OL paper

Posted in Alkaloids, Cascade Reactions, Copper, Methodology, Multi-Component Coupling, One pot, Transition Metal | Leave a Comment »

Monitoring of a reaction using ABTS

Posted by naturalproductman on August 16, 2011

David Berkowitz and co-workers at the University of Nebraska in Lincoln have reported in ACIEE on a metal promoted cyclization reaction that involves the addition of a halide anion onto an alkyne and decarboxylation of a carbonate.  2,2-Azino-bis(3-ethyl-benzothiazoline-6-sulfonate) (ABTS) was used as a peroxidase cofactor, which allowed the authors to monitor the formation of hydrogen peroxide by UV detection during the reaction.  The alcohol byproduct in the reaction would be oxidized in the presence of oxygen by an alcohol oxidase.

metal

ACIEE paper

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

Silver with hypervalent iodide

Posted by naturalproductman on April 11, 2011

Renhua Fan and co-worker at Fudan University have reported in Chem Comm on a cascade reaction that involves C-H activation and hydroalkoxylation using a silver triflate catalyst and PhI(OAc)2 as the stoichiometric oxidant.

cascade

Chem Comm paper

Posted in C-H activation, Methodology, One pot, Ring forming, Silver, Transition Metal | Leave a Comment »

Development of one pot reactions: Aldol then Cross Coupling

Posted by naturalproductman on March 18, 2011

Qiao-Shen Hu and co-workers at CUNY have reported in Organic Letters on a one pot transformation that involves an Aldol condensation followed by a rhodium catalyzed coupling of the beta-hydroxy ketone with an arylboronic acid.

one pot

OL paper

Posted in Cascade Reactions, cross coupling, Methodology, One pot, Palladium, Rhodium, Transition Metal | Leave a Comment »

Organocatalytic Cascade

Posted by naturalproductman on January 27, 2011

Jinxing Ye and co-workers at East China University of Science and Technology have published on a one pot organocatalytic reaction to form oxazines.  I guess one pot reactions are all the craze now:

one pot organocatalysis

OBC paper

Posted in Asymmetric, Cascade Reactions, Methodology, One pot, Organocatalytic | 1 Comment »

 
Follow

Get every new post delivered to your Inbox.

Join 69 other followers