Naturalproductman’s Blog

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Archive for the ‘Pericyclic reactions’ Category

Cope rearrangement

Posted by naturalproductman on August 23, 2016

James Gleason and colleague at McGill University have reported in ACIE on an organocatalytic Cope rearrangement.

 

ACIE paper

Posted in Cascade Reactions, Methodology, Organocatalytic, Sigmatropic Rearrangements | Leave a Comment »

Cyclobutenes from alkynes and silyl enol ethers

Posted by naturalproductman on April 14, 2016

Xiaoming Feng and co-workers from Sichuan University have reported in ACIE on a Zn-catalyzed [2+2] reaction between alkynones and cyclic silyl enol ethers.

 

ACIE paper

Posted in Asymmetric, Cascade Reactions, Methodology, Transition Metal, Zinc, [2+2] | Leave a Comment »

JOC papers of interest 11/24/2015

Posted by naturalproductman on November 24, 2015

James White and co-workers reported on the synthesis of Huperzine A.

Christopher Marvin and co-workers from Hendrix College reported in JOC on the synthesis of tetrabenazine through a photoredox reaction to afford the piperidone moiety.

Young-Ger Suh and co-workers from Seoul National University reported on the synthesis of galiellalactone.

Ronaldo Pilli and co-workers from  Universidad Estadualde Campinas have reported on the synthesis of cryptomoscatone E3.

Scott Denmark and colleague reported on an asymmetrice 2,3-Wittig rearrangement.

JOC 11.24.2015 FKY

Posted in Alkaloids, Light Mediated, Mechanistic, Methodology, Sigmatropic Rearrangements, Total Synthesis | Leave a Comment »

Sigmatropic rearrangement cascade

Posted by naturalproductman on October 28, 2015

Here’s another example of the student who published a single author paper. Yang Yang at MIT from Buchwald’s lab reported in ACIE on a very cool sigmatropic rearrangement.
sigmatropic
ACIE paper

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

[6+4] vs [4+2]

Posted by naturalproductman on October 16, 2015

Kendall Houk and co-workers have reported in JACS on a biosynthetic study of heronamide A using DFT calculations to study the [6+4] cycloaddition.

6+4

JACS paper

Posted in Biosynthesis, Cycloaddition, DFT | Leave a Comment »

Macrolactin A synthesis

Posted by naturalproductman on September 11, 2015

Nuno Maulide and co-workers have reported in Organic Letters on a 4pi-electrocyclic ring opening strategy to form the bis-diene units found in macrolactin A.

macrolactin

OL paper

Posted in Electrocyclization, Methodology, Polyenes, Total Synthesis | Leave a Comment »

Fe-catalyzed [2+2]

Posted by naturalproductman on August 28, 2015

Paul Chirik and co-workers from Princeton have reported in Science on an iron catalyzed [2+2] cycloaddition.

Science paper

Posted in Cycloaddition, Iron, Transition Metal, [2+2] | Leave a Comment »

retro [2+2] by ultrasonication

Posted by naturalproductman on August 25, 2015

Jeffrey Moore and colleague at UIUC have reported in JACS on a retro Staudinger cycloaddition reaction. I am reminded of the retro-“click” paper.
2+2

JACS paper

Posted in Cycloaddition, Methodology | Leave a Comment »

Pallambins A and B syntheses

Posted by naturalproductman on July 31, 2015

Erick Carreira and colleague have reported in ACIE on the synthesis of pallambin.
pallambin

ACIE paper

Posted in Electrocyclization, Methodology, Total Synthesis | Leave a Comment »

4pi-Electrocyclic ring opening cascade

Posted by naturalproductman on July 23, 2015

Kiyosei Takasu and co-workers from Kyoto University have reported in JACS on a ring expansion cross coupling cascade.

JACS paper

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

 
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