Naturalproductman’s Blog

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Archive for November, 2011

Roseophilin formal synthesis

Posted by naturalproductman on November 28, 2011

Junbiao Chang and co-workers at Zhengzhou University have reported in JOC on a formal synthesis of roseophilin.

roseophilin

JOC paper

Posted in Alkaloids, Cascade Reactions, Electrocyclization, Methodology, Named Reactions, Nazarov cyclization, Pericyclic reactions | Leave a Comment »

Tomentosone A

Posted by naturalproductman on November 28, 2011

Wilawan Mahabusarakam and co-workers at Songkla University and Griffith University have reported in JOC on the isolation of an antimalarial compound tomentosone A.

tomentosones

Posted in Diseases, Glucinols, Malaria | Leave a Comment »

Dewar lesions in DNA

Posted by naturalproductman on November 24, 2011

Thomas Carrell and co-workers at Ludwig Maximilians University Munich have reported in ACIEE on the mechanistic study of an intramolecular [2+2] reaction at a thymine-phosphate-thymine site, which is prone to undergo UV-damage.

Dewar

ACIEE paper

Posted in Cancer, Chemical Biology, Mechanistic, Methodology, Nucleic acids | Leave a Comment »

Alkaloid syntheses

Posted by naturalproductman on November 24, 2011

Xiaoguang Lei and co-workers at Tianjin University have reported in ACIEE on the synthesis of Fawcettimine, Fawcettidine, and 8-Deoxyserratinine.

lycopodium

ACIEE paper

Posted in Alkaloids, Asymmetric, Cascade Reactions, Methodology, Ring forming, Total Synthesis, Transannular | Leave a Comment »

Glyceraldehyde acetonide catalyst for promoting hydroaminations

Posted by naturalproductman on November 24, 2011

André Beauchemin and co-workers at the University of Ottawa have reported in JACS on an aldehyde catalyst that promotes hydroaminations.

hydroamination

JACS paper

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

Pd-catalyzed radical cascade

Posted by naturalproductman on November 24, 2011

Erik Alexanian and co-workers have reported in JACS on a synthesis of pyrrolidines from acyclic amines bearing an olefin and iodide.  TEMPO, a stable radical, is used so they propose a radical process although if I didn’t see the TEMPO I would have guessed an oxidative addition followed by carbopalladation and then beta-hydride elimination.

TEMPO

JACS paper

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

Saxitoxin synthesis

Posted by naturalproductman on November 23, 2011

Ryan Looper and colleague have reported in JACS on their synthesis of saxitoxin.
saxitoxin

JACS paper

Posted in Alkaloids, Asymmetric, Methodology | Leave a Comment »

Celastrol and sulfur adducts

Posted by naturalproductman on November 21, 2011

Richard Silverman and co-workers at Northwestern have reported in JACS on celastrol as a Michael acceptor.

HSP
JACS paper

Posted in Chemical Biology, Methodology, Michael, Named Reactions | Leave a Comment »

Kinetic resolution with NHC

Posted by naturalproductman on November 21, 2011

Jeffrey Bode and co-workers at ETH Zurich have reported in JACS on a kinetic resolution of cyclic secondary amides using N-heterocyclic carbenes as an organocatalyst.

resolution

JACS paper

Posted in Asymmetric, Cascade Reactions, Kinetic resolution, Methodology, Organocatalytic | Leave a Comment »

Angelmarin and columbianetin syntheses

Posted by naturalproductman on November 21, 2011

Martin Banwell and co-workers at Australian National University have reported in Tetrahedron Letters on the synthesis of angelmarin.

angelmarin

TL paper

Posted in Aromatic, Cascade Reactions, Methodology, Total Synthesis | Leave a Comment »