Naturalproductman’s Blog

Hey, is that a natural product?!

Archive for March, 2016

Phorbol synthesis

Posted by naturalproductman on March 31, 2016

Phil Baran and co-workers reported in Nature on a synthesis of phorbol – in 19 steps.

 

Nature paper

Posted in Diterpene, Total Synthesis | Leave a Comment »

Aspidodasycarpine and Lonicerine syntheses

Posted by naturalproductman on March 31, 2016

Ang Li and co-workers reported in JACS on the synthesis of aspidodasycarpine and lonicerine.

 

JACS paper

Posted in Alkaloids, Total Synthesis | Leave a Comment »

Precolibactin synthesis/structural revision

Posted by naturalproductman on March 31, 2016

Seth Herzon and co-workers from Yale have reported in JACS on the synthesis of precolibactin. It’s another example of why total synthesis is important. But another interesting aspect about this natural product is that previous efforts used bioinformatics approaches to propose the thiazoline-thiazole chain – when in fact the natural product has a terminal cysteine appended where this thiazoline-thiazole chain was proposed to exist.

 

JACS paper

Posted in Biosynthesis, Peptides, Structural Reassignment, Total Synthesis | Leave a Comment »

The importance of mentoring

Posted by naturalproductman on March 31, 2016

Here’s a nice article about mentoring.

 

Cell article

Posted in Random | Leave a Comment »

Lycopalhine A synthesis

Posted by naturalproductman on March 9, 2016

Fukuyama and Yokoshima and Ochi at Nagoya University  have reported in Organic Letters on the synthesis of lycopalhine A, with the key reaction being a C-N bond formation using a Dess-Martin periodinane oxidation cascade.

fukuyama 2016.gif

OL paper

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

Mandelalide A synthesis

Posted by naturalproductman on March 9, 2016

Amos Smith and co-workers have reported in JACS on a synthesis of mandelalide A through anion relay chemistry.

 

JACS paper

Posted in Macrolides, Total Synthesis | Leave a Comment »

Looks like a ring-closing metathesis

Posted by naturalproductman on March 9, 2016

At first I thought this was a ring closing metathesis reaction  but the catalyst was rhodium and there is an extra allylic methyl group – it is a cycloisomerization reaction (by Vy Dong’s group).

 

 

JACS paper

Posted in Asymmetric, C-H activation, Methodology, Rhodium, Transition Metal | Leave a Comment »

Nakadomarin synthesis

Posted by naturalproductman on March 7, 2016

Stephen Clark and colleague from the University of Glasgow have reported in ACIE on the synthesis of nakadomarin.

 

ACIE paper

Posted in Alkaloids, Total Synthesis | Leave a Comment »

Conidiogenone, conidiogenol, and conidiogenone B syntheses

Posted by naturalproductman on March 7, 2016

Yong-Qiang Tu and co-workers from Lanzhou University have reported in ACIE on the syntheses of conidiogenone, conidiogenol, and conidiogenone B.

ACIE paper

Posted in Diterpene, Total Synthesis | Leave a Comment »

Actinophyllic acid synthesis

Posted by naturalproductman on March 7, 2016

Ohyun Kwon and co-workers have reported in JACS on the synthesis of actinophyllic acid.

 

JACS paper

Posted in Alkaloids, Total Synthesis | Leave a Comment »