Naturalproductman’s Blog

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Archive for the ‘DFT’ Category

[6+4] vs [4+2]

Posted by naturalproductman on October 16, 2015

Kendall Houk and co-workers have reported in JACS on a biosynthetic study of heronamide A using DFT calculations to study the [6+4] cycloaddition.

6+4

JACS paper

Posted in Biosynthesis, Cycloaddition, DFT | Leave a Comment »

Correlating chemical shift of O-H proton with stereochemistry of masked 1,2-diols

Posted by naturalproductman on October 9, 2015

Jason Chen and co-workers from Iowa State have reported in JOC on the chemical shifts of an O-H proton of masked syn- and anti- 1,2-diols.

NMR

JOC paper

Posted in Computational, DFT, New Setups, NMR, Stereochemistry | Leave a Comment »

Evans enolate in solution

Posted by naturalproductman on October 5, 2015

David Collum and colleague have reported in JACS on the solution structure of an Evans enolate.
Evans

JACS paper

Posted in Computational, DFT, Mechanistic, Methodology | Leave a Comment »

Mechanistic study of the asymmetric Nazarov cyclization

Posted by naturalproductman on October 1, 2015

Kendall Houk and co-workers reported in JACS on a mechanistic investigation on a reaction discovered by Tius: the asymmetric Nazarov cyclization catalyzed by a thiourea-primary amine catalyst.

DFT

JACS paper

Posted in Computational, DFT, Mechanistic, Named Reactions, Nazarov cyclization | Leave a Comment »

Mollenynes B-E

Posted by naturalproductman on September 25, 2015

Tadeusz Molinski and co-workers have reported in JACS on the isolation and characterization of mollenynes B-E.
mollenynes
JACS paper

Posted in Alkynes, Computational, DFT, Halogenated, New Techniques, NMR, Peptides, Polyenes, Stereochemistry | 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 »

Sufur ylide chemistry – intramolecular cyclopropanation

Posted by naturalproductman on May 28, 2015

Nuno Maulide and co-workers from the University of Vienna have reported in JOC on an intramolecular cyclopropanation from a sulfur slide precursor and what follows is a nice mechanistic investigation.

sulfur

JOC paper

Posted in Computational, DFT, Gold, Mechanistic, Methodology, Transition Metal | 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 »

C-H activation within the ruthenium complex

Posted by naturalproductman on May 6, 2014

Another Houk collaboration – this time with Grubbs’ lab. They studied the mechanism of the carboxylate assisted C-H activation of the metathesis catalyst. The SDD basis set was used to approximate the orbitals of ruthenium in this report.

C-H

JACS paper

Posted in C-H activation, Computational, DFT, Methodology | Leave a Comment »

 
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