Naturalproductman’s Blog

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Archive for June, 2011

Cyanation of aryl bromides

Posted by naturalproductman on June 25, 2011

Vladimir Grushin and co-worker from ICIQ have reported in JACS on a cyanation reaction of an aryl bromide.  The cyanide source was sodium cyanide, which makes me nervous but apparently there are  no toxic promoters in this reaction. Did you know that you should work up a cyanide reaction with bleach?

cyanide

JACS paper

Posted in cross coupling, Methodology, Palladium, Transition Metal | Leave a Comment »

Atropisomers with peptoids

Posted by naturalproductman on June 25, 2011

Kent Kirshenbaum and co-workers at NYU have reported in JACS on peptide like atropisomers.   If you’re not familiar with atropisomers just think of the BINAP ligands that Noyori used for asymmetric hydrogenations.

atropisomers

JACS paper

Posted in Atropisomers, Axial Chirality, Methodology | Leave a Comment »

5,6-dihydroglaucogenin C synthesis

Posted by naturalproductman on June 19, 2011

Weisheng Tian and co-workers at Shanghai Institute of Organic Chemistry have reported in ACIEE on their synthesis of a saturated glaucogenin C.

biomimetic

ACIEE paper

Posted in C-C Bond Breaking, Cascade Reactions, Iron, Methodology, Transition Metal | Leave a Comment »

Moving the bonds

Posted by naturalproductman on June 19, 2011

Vijay Nair and co-workers from CSIR have reported in Organic and Biomolecular Chemistry on a NHC catalyzed cascade reaction converting 2H-chromene-3-carboxaldehydes to 3-methyl-2H-chromen-2-ones.

transposition

OBC paper

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

4 component coupling for spiroindolines

Posted by naturalproductman on June 19, 2011

Laurent El Kaim and co-workers from CNRS have reported in Chem Comm on a multicomponent coupling approach to access spiroindolines.

spiroindolines

Chem Comm paper

Posted in Alkaloids, Copper, Methodology, Multi-Component Coupling, Radical Chemistry, Spirocyclic centers, Transition Metal | Leave a Comment »

Cytopiloyne synthesis

Posted by naturalproductman on June 19, 2011

Jinq-Chyi Lee and co-workers at the Institute of Biotechnology and Pharmaceutical research in Taiwan have reported in Chemistry a European Journal on a polyne natural product that has anti-diabetic activity.

glycosylation

Chemistry a European Journal paper

Posted in Diabetes Type 2, Diseases, Glycosides, Polyynes | Leave a Comment »

Diplopuupehenone

Posted by naturalproductman on June 19, 2011

Natalia Utkina and co-workers from the Pacific Institute of Bioorganic Chemistry in Russia have reported in Tetrahedron Letters on the isolation of diplopuupehenone, which was found to have antioxidative properties.

diplopuupehenone

TL paper

Posted in Antioxidants, Aromatic, Dimer | Leave a Comment »

Hydroxymethylcytosine

Posted by naturalproductman on June 19, 2011

Thomas Carrel and co-workers from Ludwig-Maximilians University in Munich have published a mini-review on hydroxymethylcytosine, a newly discovered modification of DNA – as if methylating cytosine was not enough.

DNA

ACIEE paper

Posted in Chemical Biology, Enzymatic, Proteins | Leave a Comment »

Saxitoxinol synthesis

Posted by naturalproductman on June 17, 2011

Toshio Nishikawa and colleague at Nagoya University have reported in ACIEE on their synthesis of saxitoxinol, an analog of saxitoxin.

saxitoxinol

ACIEE paper

Posted in Alkaloids, Cascade Reactions, Hypervalent bromine, Methodology | Leave a Comment »

Chemistry and biology of pinnatoxins

Posted by naturalproductman on June 17, 2011

Armen Zakarian and co-workers from UCSB have reported in JACS on their biological and synthetic studies of pinnatoxins.

pinnatoxins

JACS paper

Posted in Alkaloids, Methodology, Protein Targets, Total Synthesis | Leave a Comment »

 
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