Naturalproductman’s Blog

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Archive for June, 2015

Alkoxycarbonylation of allenes – regioselective switching by ligand

Posted by naturalproductman on June 30, 2015

Matthias Beller and co-workers have reported in JACS on a ligand controlled regioselectivitiy switching of an alkoxycarbonylation of an allene substrate.

JACS paper

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

Trichodermamides A, B, and C syntheses

Posted by naturalproductman on June 30, 2015

Oleg Larionov and co-workers at UT San Antonio have reported in JACS on the syntheses of trichodermamides A, B, and C.

polyketide

JACS paper

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

α-Ketol rearrangement

Posted by naturalproductman on June 9, 2015

Ulrich Koert and co-workers from Philipps-University Marburg have reported in Organic Letters on an alpha-ketol rearrangment.They heat the reaction in a sealed tube to 70 degrees and the solvent is in DCM – with 2.5 mol equivalents of BF3 etherate, sounds a bit harsh – but nonetheless an interesting sigmatropic rearrangement.

 
ketol
OL paper

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

CO-Releasing molecules (CORMs)

Posted by naturalproductman on June 7, 2015

Hans-Günther Schmalz and co-workers from Universität zu Köln have reported in ACIE on some small molecules that release carbon monoxide upon reacting with protease.

CO

ACIE paper

Posted in Chemical Biology, Unnatural Products | Leave a Comment »

Limonin synthesis

Posted by naturalproductman on June 7, 2015

Masahiro Hirama and co-workers at Tohoku University have reported in ACIE on the synthesis of limonin.

limonin

ACIE paper

Posted in Total Synthesis | Leave a Comment »

Cyclic 1,3-carbonates from carbon dioxide fixation

Posted by naturalproductman on June 7, 2015

Jeffrey Johnston and co-workers have reported in JACS on the synthesis of 1,3-cyclic carbonates from butenol, carbon dioxide and NIS.
carbonate
JACS paper

Posted in Asymmetric, Methodology, Organocatalytic | Leave a Comment »

Spirooliganone synthesis

Posted by naturalproductman on June 6, 2015

Shishan Yu and co-workers from the Chinese Academy of Sciences at have reported in Organic Letters on the synthesis of spirooliganone, which had 0.41 μM IC50 activity against Coxsackie virus B3.

spirooliganone
OL paper

Posted in Antiviral, Polyketides, Total Synthesis | Leave a Comment »

Kirkamide looks like oseltamivir

Posted by naturalproductman on June 6, 2015

This natural product looks like oseltamivir.
oseltamivir
ACIE paper

Posted in Glycosides | Leave a Comment »

Nanocystin A

Posted by naturalproductman on June 6, 2015

Here’re some macrocycles reported in ACIE.
nanocystin A

ACIE paper

Posted in Antibiotics, Macrocycles | Leave a Comment »

Alzmaphorazine B synthesis

Posted by naturalproductman on June 6, 2015

Christopher Vanderwal and colleague have reported in JACS on a synthesis of alzmaphorazine B.

alkaloid

JACS paper

Posted in Alkaloids, Biosynthesis, Total Synthesis | Leave a Comment »