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Archive for the ‘Sigmatropic Rearrangements’ Category

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 »

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 »

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 »

Limazepine E synthesis

Posted by naturalproductman on August 30, 2013

Ronalds Zemribo and colleague at the Latvian Institute of Organic Chemistry have reported in Org Lett on a an Ireland-Claisen rearrangement approach to synthesizing limazepine E and barmumycin.

limazepine E

OL paper

Posted in Alkaloids, Cascade Reactions, Ireland-Claisen rearrangement, Methodology, Named Reactions, Pericyclic reactions, Sigmatropic Rearrangements | Leave a Comment »

Alkynoates and allylic ethers

Posted by naturalproductman on February 27, 2013

Young Ho Rhee and co-workers from Pohang University of Science and Technology have reported in Org Lett on a gold catalyzed coupling of an alkynoate and allylic ether.

ether

OL paper

Posted in Cascade Reactions, Gold, Mechanistic, Methodology, Sigmatropic Rearrangements, Transition Metal | Leave a Comment »

Asymmetric allylic amination

Posted by naturalproductman on October 29, 2012

Uttam Tambar and colleague at UT Southwestern have reported in JACS on a process involving the allylic amination of terminal olefins using a benzene using a benzenesulfonyl sulfurdiimide reagent.

amination

JACS paper

Posted in Asymmetric, Methodology, Sigmatropic Rearrangements | Leave a Comment »

Double benzylic rearrangement

Posted by naturalproductman on August 16, 2012

Angel Montana and co-workers at the University of Barcelona have reported in Tetrahedron on a double benzylic rearrangement.

benzylic

Tetrahedron paper

Posted in Cascade Reactions, Curtin rearrangement, Mechanistic, Methodology, Named Reactions, Sigmatropic Rearrangements | Leave a Comment »

Nitroso-ene reaction followed by reduction

Posted by naturalproductman on August 6, 2012

Radhey Srivastava and co-workers at the University of Louisiana have reported in JOC on a nitroso-ene reaction.

nitroso ene

JOC paper

Posted in Cascade Reactions, Iron, Mechanistic, Methodology, Pericyclic reactions, Sigmatropic Rearrangements, Transition Metal | Leave a Comment »

Oxyingenol synthesis

Posted by naturalproductman on April 17, 2012

Hideo Kigoshi and co-workers from the University of Tsukuba have reported in ACIE on the synthesis of oxyingenol.

oxyingenol

ACIE paper

Posted in Diseases, Diterpenoids, HIV, Metathesis, Methodology, Ruthenium, Sigmatropic Rearrangements, Total Synthesis, Transition Metal | Leave a Comment »

 
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