Naturalproductman’s Blog

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Archive for the ‘Polycyclic’ Category

Ryanodol synthesis

Posted by naturalproductman on April 18, 2014

Masayuki Inoue and co-workers have reported in JACS on the synthesis of ryanodol.

 

JACS paper

Posted in Polycyclic, Total Synthesis | Leave a Comment »

Bielschowskysin core

Posted by naturalproductman on April 17, 2012

Johann Mulzer and co-workers at the University of Vienna have reported in Organic Letters on the synthesis of the tricyclic core of bielschowskysin.  Surprisingly, that cyclobutane with the five membered ring is stable in many different conditions (ie:  LiOH).

cyclobutane

OL paper

Posted in Cycloaddition, Cyclobutanes, Methodology, Pericyclic reactions, Polycyclic, [2+2] | Leave a Comment »

DFT with NMR

Posted by naturalproductman on March 25, 2011

Alessandro Bagno and co-workers at Universitat Padova have reported in JACS on the use of density functional theory and NMR to assign the stereochemistry to vannusal B.

NMR

 

JACS paper

Posted in Computational, Polycyclic, Terpenoids | Leave a Comment »

EBC-23 via Super Silyl Cascade Route

Posted by naturalproductman on February 10, 2011

Hisashi Yamamoto and co-workers at Chicago have published in ACIEE on a total synthesis of EBC-23 via the super silyl cascade reaction.

super silyl

 

ACIEE paper

Posted in Cascade Reactions, Methodology, Polycyclic, Spiroketals | Leave a Comment »

Alchivemycin A

Posted by naturalproductman on July 15, 2010

Yasuhiro Igarashi and co-workers from Toyama Prefectural University have published in Organic Letters on the isolation of alchivemycin A, a polycyclic polyketide that had MIC value of 50 nM against Micrococcus luteus.

alchivemycin A

OL paper

Posted in Polycyclic, Polyketides | Leave a Comment »

Bislongiquinolide and Dihydrotrichodimerol

Posted by naturalproductman on April 25, 2010

Robert Kiss and co-workers from Universite Libre de Bruxelles have recently identified bislongiquinolide and dihydrotrichodimerol from terrestrial fungi.  Bislongiquinolide and dihydrotrichodimerol had IC50 values of 3 micromolar each against B16F10 cell lines.

fungus

JNP paper

Posted in Polycyclic, Polyenes | Leave a Comment »

SOMO Cascade

Posted by naturalproductman on March 24, 2010

David Macmillan and co-worker at Princeton have recently published in JACS on a SOMO (singly occupied molecular orbital) catalysis approach for forming polycyclic frameworks.

polycycle

JACS paper

Posted in Cascade Reactions, Methodology, Organocatalytic, Polycyclic, Ring forming, Unnatural Products | Leave a Comment »

Grecocycline B

Posted by naturalproductman on March 20, 2010

Thomas Paululat and co-workers at the University of Siegen in Germany have recently reported on the isolation of grecocycline B from Streptomyces sp. Acta 1362.  The new polycyclic compound had an IC50 of 0.52 micromolar against tyrosine phosphatase B1.  Interestingly, protein tyrosine phosphatase PTP1B is a target for the treatment of obesity, type 2 diabetes and cancer.
grecocycline B

European JOC paper

Posted in Angucyclines, Aromatic, Diabetes Type 2, Diseases, Obesity, Polycyclic, SAR studies | Leave a Comment »

Epoxide Opening Cascade

Posted by naturalproductman on March 19, 2010

Timothy Jamison and co-workers have recently published in JOC on a CsF mediated epoxide opening cascade of a polyepoxy molecule that has TMS substituents.

epoxide

JOC paper

Posted in Cascade Reactions, Methodology, Polycyclic, Polyether, Polyketides | Leave a Comment »

Halichondrin

Posted by naturalproductman on October 7, 2009

When an expert in total synthesis such as Kishi has a name on a journal article that is focused on synthesis of natural products, you know it has to be good.  The highlight of this synthesis is really the Ni/Cr catalyzed coupling using an aldehyde and a vinyl iodide.

halichondrin

h2

JACS paper 1

JACS paper 2

Posted in Asymmetric, cross coupling, Macrolides, Methodology, Polycyclic, Polyether, Transition Metal | Leave a Comment »

 
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