Naturalproductman’s Blog

Hey, is that a natural product?!

Sigillin A

Posted by naturalproductman on May 13, 2015

Stefan Schulz and co-workers at TU Braunschweig have reported in ACIE on the isolation of a polychlorinated natural product from the snow flea.

There’s a typo in the description of the article: ” in which α-vinylation of a lactone and ring-closing metathesis are they key steps.” should be “are the key steps.”
chlorine
ACIE paper

Posted in Halogenated | Leave a Comment »

Towards halichondrins

Posted by naturalproductman on May 12, 2015

I would call the vinyl halide coupling reaction with an aldehyde using chromium/nickel combination a Nozaki Hiyama Kishi coupling, but maybe because the author is one of the people in the named reaction, it wasn’t mentioned in the paper as the “NHK reaction”, but rather, a Ni/Cr-mediated reaction.

halichondrin

JACS paper

JACS paper 2

Posted in Chromium, cross coupling, Methodology, Named Reactions, Nickel, Polyketides, Total Synthesis | Leave a Comment »

HIV integrase inhibitor synthesis

Posted by naturalproductman on May 12, 2015

Chris Senanayake and co-workers from Boehringer-Ingelheim have reported in ACIE on the synthesis of

HIV

ACIE paper

Posted in Diseases, HIV, Total Synthesis | Leave a Comment »

Sarain A synthesis

Posted by naturalproductman on May 12, 2015

Tohru Fukuyama and co-workers at Nagoya University and the University of Tokyo have reported in ACIE on a formal synthesis of sarain A.

sarain

ACIE paper

Posted in Alkaloids, Total Synthesis | Leave a Comment »

Muironolide A synthesis

Posted by naturalproductman on May 4, 2015

Armen Zakarian and co-workers have reported in JACS on the synthesis of muironolide A.

muironolide A

JACS paper

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

Gelsemoxonine synthesis

Posted by naturalproductman on May 4, 2015

Erick Carreira and colleague have reported in JACS on the synthesis of gelsemoxonine.

alkaloid

JACS paper

Posted in Alkaloids, Total Synthesis | Leave a Comment »

Domino acylation Diels-Alder

Posted by naturalproductman on May 2, 2015

Jeffrey Aube (University of Kansas) and Dean Tantillo (UC Davis) have teamed up to study the mechanism of a domino acylation-Diels Alder reaction.

domino

OL paper

Posted in DFT, Diels-Alder, Mechanistic, Methodology, Named Reactions | Leave a Comment »

Hypervalent iodine towards lactams

Posted by naturalproductman on May 2, 2015

Antonio Herrera and co-workers from CSIC have reported in Organic Letters on a hypervalent iodine approach to access lactams from linear precursors.

OL paper

Posted in Hofmann–Löffler–Freytag-type, Hypervalent Iodine, Methodology, Named Reactions | Leave a Comment »

Oxygen transfer

Posted by naturalproductman on May 2, 2015

Chepuri Ramana and colleague at CSIR have reported in Organic Letters on a ruthenium catalyzed oxygen transfer reaction.
oxygen

OL paper

Posted in Methodology, Ruthenium, Transition Metal | Leave a Comment »

Methylene transfer

Posted by naturalproductman on May 2, 2015

Itaru Nakamura and co-workers from Tohoku University have reported in ACIE on a gold catalyzed methylene transfer sequence to access isoxazolines.

methylene

ACIE paper

Posted in Cascade Reactions, Gold, Methodology, Transition Metal | Leave a Comment »

 
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