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Archive for the ‘Sigmatropic Rearrangements’ Category

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 »

[3,3]-Sigmatropic rearrangement

Posted by naturalproductman on January 12, 2012

David Carbery and co-workers at the University of Bath have reported in Organic Letters on a [3,3]-sigmatropic rearrangement.

3,3

OL paper

Posted in Cascade Reactions, Mechanistic, Methodology, Pericyclic reactions, Sigmatropic Rearrangements | 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 »

Sigmatropic rearrangement

Posted by naturalproductman on May 9, 2011

Herbert Waldmann and co-workers at Max Planck have reported in Chemical Communications on an Ireland-Claisen rearrangement to access a chiral tertiary carbon center.

Ireland-Claisen

Chem Comm paper

Posted in Cascade Reactions, Ireland-Claisen, Methodology, Morita-Baylis-Hillman, Named Reactions, Pericyclic reactions, Sigmatropic Rearrangements | Leave a Comment »

Another entry to stemoamide

Posted by naturalproductman on April 21, 2011

Peter Wipf and colleague have reported in Organic Letters on the synthesis of stemoamide and sessilifoliamide.
alkaloids

OL paper

Posted in Alkaloids, Cascade Reactions, Methodology, Pericyclic reactions, Sigmatropic Rearrangements | Leave a Comment »

 
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