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Archive for the ‘Pericyclic reactions’ Category

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 »

Newman-Kwart reaction mechanism

Posted by naturalproductman on July 13, 2015

Hafize Ozcan and co-workers from Trakya University in Turkey have reported in Tetrahedron on an interesting mechanistic investigation of the Newman-Kwart reaction.

Newman-Kwart

Tetrahedron paper

Posted in Cascade Reactions, Computational, DFT, Electrocyclization, Mechanistic, Methodology, Named Reactions, Newman-Kwart, Sigmatropic Rearrangements | Leave a Comment »

Reverse Claisen cascade

Posted by naturalproductman on April 16, 2015

Yongjia Shang and co-workers from Anhui Normal University have reported in JOC on an interesting iron catalyzed cascade reaction.

JOC paper

Posted in Cascade Reactions, Claisen rearrangement, Iron, Methodology, Sigmatropic Rearrangements, Transition Metal | Leave a Comment »

 
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