Naturalproductman’s Blog

Hey, is that a natural product?!

Archive for the ‘New Types’ Category

Machines in organic synthesis

Posted by naturalproductman on July 17, 2015

Steven Ley and co-workers reported in ACIE on a review of the different machines people use to make small molecules. I like the use of actual photographs of the equipment…


ACIE paper


Posted in Methodology, New Setups, New Types | Leave a Comment »

Forazoline A

Posted by naturalproductman on September 10, 2014

I thought I was going to have some down time before I posted again, but I ran into this interesting isolation paper of forazoline A that is worth a gander from Tim Bugni’s lab in the University of Wisconsin. They used a 15N-13C HMQC technique to determine which carbon was bonded to which nitrogen, which is apparently the first time this technique was used for a natural product. Looks like a pretty large natural product (m/z 901.4205). They have an interesting looking 13C NMR spectrum of the natural product (13C-labeled) that have splitting patterns on basically all of the carbons of the natural product (and thus looks like a proton NMR).

ACIE paper

Posted in Antifungal, New Setups, New Types, NMR, Polyketides, Polythio Compounds, Thiazoles | Leave a Comment »

CO2 as a protecting group?

Posted by naturalproductman on August 20, 2014

Arjan Kleij and co-workers from ICIQ in Spain have reported in ACIE on the use of carbon dioxide as a protecting group for cis-diols arising from epoxides using an iron or aluminum aminotriphenolate complex to make the carbonate from the epoxide.

carbon dioxide

ACIE paper

Posted in Methodology, New Types, Protecting Groups | 2 Comments »


Posted by naturalproductman on January 20, 2014

Burkhard Luy and co-workers at Karlsruher Institut für Technologie in Germany have reported in JACS on a quick HSQC NMR method.
JACS paper

Posted in New Setups, New Types, NMR | 1 Comment »

Making HSQC look nicer

Posted by naturalproductman on September 6, 2013

Gareth Morris and co-workers at the University of Manchester and beyond have reported in ACIE on enhancing the resolution of HSQC contours. I imagine this would be useful when carbon chemical shifts and proton chemical shifts are jumbled together.


ACIE paper

Posted in New Setups, New Types | Leave a Comment »

Simplify proton NMR

Posted by naturalproductman on June 5, 2013

Klaus Zangger and co-worker at Karl-Franzens Universität Graz have reported in ACIE on a method to make your protons all look like singlets in your proton NMR.

ACIE paper

Posted in New Setups, New Types, Random | Leave a Comment »

Removing triphenylphosphine oxide

Posted by naturalproductman on May 14, 2013

I have had this silly problem in trying to get rid of triphenylphosphine oxide from my reaction mixture.  It’s stuck with my final product and can be a pain.  Some tricks I’ve seen are the use of dissolving mixture (O=PPh3 and product) in ether and run through short pad of silica.  This would be great if my product weren’t so polar – instead my product does not elute with ether.  Another trick was from this Lipshutz paper in 2003 where they used Merrifield resin to scavenge the phosphine.


OL paper

Posted in New Setups, New Types, Random | 11 Comments »

2D-IR spectroscopy

Posted by naturalproductman on June 5, 2011

Robin Hoschstrasser and co-workers at UPenn have reported in Science on the use of 2D-IR spectroscopy to get the structure of a protein.


Science paper

Posted in New Types, Proteins | Leave a Comment »

Synthesis of Goniomitine

Posted by naturalproductman on June 8, 2010

Jerome Waser and co-workers at Ecole Polytechnique Fédérale de Lausanne in Switzerland have published on a cyclopropane ring opening  strategy to synthesize goniomitine.  The strategy was to use a vinyl cyclopropyl ketone and open the cyclopropane with pTsOH to generate a precursor for a homo-Nazarov cyclization to access the six membered ring fused with the indole ring.


ACIEE paper

Posted in Cascade Reactions, Electrocyclization, Methodology, Named Reactions, Nazarov cyclization, New Types, Pericyclic reactions, Ring forming | Leave a Comment »

It’s not Delivery, it’s HNPO.

Posted by naturalproductman on July 3, 2009

Shouheng Sun from Brown University has recently published in JACS on a target delivery of cisplatin to cancer cells using porous hollow nanoparticles (PHNP).  They concluded that the nanoparticles deliver the cisplatin better at 2.9 micromolar IC50 towards breast cancer SK-BR-3 while without the nanoparticles, it’s activity is 6.8 micromolar. 

JACS link

Posted in Methodology, New Types | Leave a Comment »