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Archive for the ‘Named Reactions’ Category

Newman-Kwart reaction mechanism

Posted by naturalproductman on July 13, 2015

Hafize Ozcan and co-workers from Trakya University in Turkey have reported in Tetrahedron on an interesting mechanistic investigation of the Newman-Kwart reaction.

Newman-Kwart

Tetrahedron paper

Posted in Cascade Reactions, Computational, DFT, Electrocyclization, Mechanistic, Methodology, Named Reactions, Newman-Kwart, Sigmatropic Rearrangements | Leave a Comment »

Pauson-Khand followed by a radical cyclization to yield a propellanone

Posted by naturalproductman on July 13, 2015

Laura Peterson and co-workers have reported in Tetrahedron on a molecule that looks like a propeller.
propeller
Tetrahedron paper

Posted in Cascade Reactions, Methodology, Named Reactions, Radical Chemistry | Leave a Comment »

Guanacastepene syntheses

Posted by naturalproductman on July 11, 2015

Chin-Kang Sha and colleague from National Tsing-Hua University have reported in Organic Letters on the syntheses of guanacastapenes N and O.

guanacastepene

OL paper

Posted in Copper, Diels-Alder, Kinetic resolution, Methodology, Named Reactions, Radical Chemistry, Sesquiterpenes, Total Synthesis, Transition Metal | Leave a Comment »

Nazarov-semipinacol cascade

Posted by naturalproductman on July 11, 2015

Take a cyclobutanol bearing dienone and see what kind of Nazarov reaction occurs…Yong-Qiang Tu and co-workers at Lanzhou University reported in JACS on this interesting asymmetric transformation.

Nazarov

JACS paper

Posted in Asymmetric, Cascade Reactions, Methodology, Named Reactions, Nazarov cyclization, Organocatalytic | Leave a Comment »

Combining 2 concepts from sophmore organic chemistry (Sn2 and radical initiation)d

Posted by naturalproductman on July 11, 2015

The Finkesltein reaction is a straightforward Sn2 reaction – however, you don’t normally think of displacing an aromatic halide as an Sn2 reaction. Chao-Jun Li and co-workers at McGill University reported on the aromatic Finkelstein reaction using light.

 
light
 

JACS paper

Posted in Light Mediated, Methodology, Named Reactions, Radical Chemistry | Leave a Comment »

Nazarov in the presence of KMnO4

Posted by naturalproductman on July 10, 2015

From Frederick G. West’s lab at the University of Alberta: potassium permanganate was present in a Nazarov reaction and an interesting C-C bond cleavage reaction occured.
Nazarov
ACIE paper

Posted in Cascade Reactions, Methodology, Named Reactions, Nazarov cyclization | Leave a Comment »

Binaphthylamine catalyzed Michael addition

Posted by naturalproductman on July 1, 2015

When I saw that binaphthylamine on the abstract, I immediately thought of Keiji Maruoka and it was his work.

arylamine

ACIE paper

Posted in Methodology, Michael, Named Reactions, Organocatalytic | Leave a Comment »

Hofmann–Löffler-Freytag Reaction

Posted by naturalproductman on May 28, 2015

Kilian Muñiz and colleague at ICIQ have reported in ACIE on an iodine catalyzed Hofmann–Löffler-Freytag reaction.

iodine

ACIE paper

Posted in Hofmann–Löffler–Freytag-type, Methodology, Named Reactions | 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 »

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 »

 
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