Naturalproductman’s Blog

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Archive for the ‘Pericyclic reactions’ Category

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 »

[2+2] stereochemistry

Posted by naturalproductman on April 12, 2015

Thorsten Bach and co-workers at Technische Universität München have reported in JACS on the stereochemistry of some [2+2] reactions.

2+2
JACS paper

Posted in Light Mediated, Methodology, [2+2] | Leave a Comment »

Copper catalyzed reduction to form indolynes

Posted by naturalproductman on April 12, 2015

Stephen Buchwald and colleague have reported in JACS on a copper catalyzed C-C bond formation to make indolynes. This is a reduction reaction and they use diethoxymethylsilane (DEMS) to serve as the reductant.

copper

JACS paper

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

[2+2] via oxazaborolidine

Posted by naturalproductman on March 22, 2015

M. Kevin Brown and co-workers at Indiana University have reported in JACS on an asymmetric [2+2] using an oxazaborolidine catalyst.

2+2

JACS paper

Posted in Asymmetric, Cycloaddition, Methodology, [2+2] | Leave a Comment »

Sigmatropic rearrangements

Posted by naturalproductman on January 18, 2015

Matthew Cook and co-workers from Queen’s University Belfast in the UK have reported in JOC on some interesting sigmatropic reactions, depending on the base used, an isomerization Claisen occurs or a [2,3]-Wittig-anionic oxy-Cope rearrangement occurs.
rearrangement
JOC paper

Posted in Mechanistic, Methodology, Pericyclic reactions, Sigmatropic Rearrangements | Leave a Comment »

 
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