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Archive for the ‘Mannich’ Category

Gracilamine synthesis

Posted by naturalproductman on July 12, 2014

Shuanhu Gao and co-workers at East China Normal University have reported in ACIE on the synthesis of gracilamine.
alkaloid

ACIE paper

 

Posted in Alkaloids, Mannich, Methodology, Michael, Named Reactions, Nazarov cyclization, Total Synthesis | Leave a Comment »

Virosine A synthesis

Posted by naturalproductman on March 30, 2012

Guillame Belanger and co-workers from the Univerite de Sherbrooke in Canada have reported in JOC on the synthesis of virosine A.
alkaloid

JOC paper

Posted in Alkaloids, Asymmetric, Mannich, Methodology, Named Reactions, Vilsmeier-Haack | Leave a Comment »

Breaking the C-C triple bond

Posted by naturalproductman on August 22, 2011

Igor Alabugin and co-workers from Florida State have reported in JOC on a double Michael reaction that cleaves the C-C triple bond of an alkynone.

cleave alkyne

JOC paper

Posted in C-C Bond Breaking, Cascade Reactions, Mannich, Methodology, Michael, Named Reactions, Pericyclic reactions, Sigmatropic Rearrangements | Leave a Comment »

Pyrroles from Imines and Alkynes

Posted by naturalproductman on March 11, 2011

Darren Dixon and co-workers have reported in Chemical Communications on a gold catalyzed approach to form 2,5-disubstituted pyrroles.

pyrroles

 

Chem Comm paper

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

Lycoflexine Synthesis

Posted by naturalproductman on September 25, 2010

Johann Mulzer and co-workers at the University of Vienna have published in JACS on a total synthesis of lycoflexine where the key reaction is an enynene ring closing metathesis reaction.

enynene

JACS paper

Posted in Alkaloids, Cascade Reactions, Mannich, Metathesis, Methodology, Named Reactions, Ring forming, Ruthenium, Transition Metal | Leave a Comment »

Fastigiatine

Posted by naturalproductman on June 22, 2010

Matthew Shair and co-worker have published in JACS on the total synthesis of fastigiatine.  The key reactions involve a formal [3+3] reaction and a transannular Mannich reaction.

fastigiatine

JACS paper

Posted in Alkaloids, Cascade Reactions, Conjugate Additions, Mannich, Methodology, Named Reactions | Leave a Comment »

Actinophyllic Acid Synthesis

Posted by naturalproductman on March 10, 2010

Larry Overman and co-workers have recently published on the synthesis of actinophyllic acid where the key reaction was the aza-Cope/Mannich reaction.

Azacope Mannich


JACS paper

Posted in Alkaloids, Asymmetric, Aza-Cope rearrangement, Mannich, Methodology, Named Reactions | Leave a Comment »

Michael to Mannich

Posted by naturalproductman on March 10, 2010

Hanming Huang and co-workers at the Chinese Academy of Sciences have recently published in ACIEE on a cascade Michael-Mannich reaction.

michael

ACIEE paper

Posted in Cascade Reactions, Mannich, Methodology, Michael, Multi-Component Coupling, Named Reactions | Leave a Comment »

Fast Access to Euphococcinine

Posted by naturalproductman on January 24, 2010

Franklin Davis and co-worker at Temple University have recently published in Organic Letters on a bi-cyclization using simple acid and heat to furnish the alkaloid, euphococcinine.

fast

OL paper

Posted in Alkaloids, Cascade Reactions, Mannich, Methodology, Named Reactions, Ring forming | Leave a Comment »

Vinylogous Mannich Reaction

Posted by naturalproductman on January 24, 2010

Here’s a vinylogous Mannich reaction reported by Christoph Schneider and co-workers at Universität Leipzig in Germany.  They used a chiral Bronstead acid – a BINOL based phosphoric acid.

vinylogous mannich

Chemistry a European Journal paper

Posted in Cascade Reactions, Mannich, Methodology, Multi-Component Coupling, Named Reactions, Organocatalytic | Leave a Comment »

 
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