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Archive for the ‘Named Reactions’ Category

Leucoridine synthesis

Posted by naturalproductman on August 28, 2015

Rodrigo Andrade and co-workers from Temple University have reported in ACIE on the synthesis of

Diels-Alder

ACIE paper

Posted in Alkaloids, Diels-Alder, Dimer, Methodology, Named Reactions, Total Synthesis | Leave a Comment »

Diels-Alder approach to galbulimima alkaloids

Posted by naturalproductman on August 25, 2015

Here’s a paper related to the galbulimima alkaloids, which were made famous by Lewis Mander’s group. Regan Thomson and co-workers report in JACS on the synthesis of galbulimima alkaloids. A nice collaboration with DFT calculations from Dean Tantillo’s group shows the orbital interactions in the transition state structures of the Diels-Alder reactions.
galbulimima

JACS paper

Posted in Alkaloids, DFT, Diels-Alder, Methodology, Total Synthesis | Leave a Comment »

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 »

 
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