Naturalproductman’s Blog

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Archive for October, 2011

What’s killing the horses?

Posted by naturalproductman on October 23, 2011

Mary Fletcher and co-workers from the University of Queensland have reported in the Journal of Agricultural and Food Chemistry on the isolation of cromedine from a plant, crotalaria medicaginea, that has been thought to be the reason for horse deaths in Australia.

alkaloid

JAFC paper

Posted in Alkaloids | Leave a Comment »

C-H bond activation cascade

Posted by naturalproductman on October 23, 2011

Keith Fagnou and co-workers from the University of Ottawa have reported in Chemical Science on a palladium catalyzed C-H bond activation cascade process.

Palladium

Chemical Science paper

Posted in C-H activation, Cascade Reactions, Methodology, Palladium, Transition Metal | Leave a Comment »

NHC catalysis

Posted by naturalproductman on October 23, 2011

David Lupton and co-worker from Monash University have reported in Chemical Science on a carbene catalyzed cyclopropane-rearranging/C-C bond forming cascade.

cyclopropane

Chemical Science paper

Posted in Carbene, Cascade Reactions, Methodology, Ring Opening | Leave a Comment »

Racemization with DFT

Posted by naturalproductman on October 23, 2011

Filip Teply and co-workers have published in Chemical Science on the use of DFT ((TURBOMOLE, B3LYP) to observe the racemization pathway of a molecule.

racemization

Chemical Science paper

Posted in Computational, DFT | Leave a Comment »

Transannular Claisen rearrangement

Posted by naturalproductman on October 23, 2011

Donald Craig and co-workers at Imperial College have reported in Organic and Biomolecular Chemistry on a transannular Claisen rearrangement converting a lactone into a cyclobutane.

Claisen

OBC paper

Posted in Claisen rearrangement, Methodology, Named Reactions, Ring contraction | Leave a Comment »

Regioselective epoxide opening

Posted by naturalproductman on October 23, 2011

Pilar López-Ram-de-Víu and co-workers have reported in Organic and Biomolecular Chemistry on an epoxide opening reaction using a Grignard reagent – and the regioselectivity is switched when they use it in the presence of copper bromide.

epoxide

OBC paper

Posted in Copper, Grignard, Methodology, Named Reactions, Named Reagents, Regioselective, Ring Opening, Transition Metal | Leave a Comment »

Olefin oxidation with iodosyl benzene

Posted by naturalproductman on October 22, 2011

Jose Barluenga and co-workers from the Universidad de Oviedo have reported in JACS on an iodosyl benzene mediated oxidation of an olefin to afford beta-diazocarbonyl compounds.

copper

JACS paper

Posted in Cascade Reactions, Copper, Hypervalent Iodine, Methodology, Transition Metal | Leave a Comment »

Intermolecular [4+2] approach for pyridines

Posted by naturalproductman on October 21, 2011

Sensuke Ogoshi and co-workers from Osaka University have reported in JACS on a nickel-catalyzed [4+2] approach to access pyridines.

pyridine

JACS paper

Posted in Cascade Reactions, Cycloaddition, Methodology, Nickel, Pericyclic reactions, Transition Metal | Leave a Comment »

Alpha-chloro group slows enamine formation

Posted by naturalproductman on October 20, 2011

Keiji Maruoka and co-workers at Kyoto University have reported in JACS on a cross-Aldol coupling between two distinct aldehydes, one with an alpha-chloro group.  It turns out that the chloride group slows down the enamine formation.

alpha chloro

JACS paper

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

Complestatin A an B syntheses

Posted by naturalproductman on October 20, 2011

Dale Boger and colleague have reported in JACS on their synthesis of  complestatin A and B.

complestatin

JACS paper

Posted in Methodology, Peptides, Total Synthesis | Leave a Comment »