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Archive for the ‘Nickel’ Category

Exo vs. endo

Posted by naturalproductman on November 8, 2014

Nicolai Cramer and colleague at EPFL in Switzerland have reported in ACIE on a Ni catalyzed cyclization that undergoes endo or exo cyclization depending on the use of either a carbene or a cyclooctadiene ligand.

cyclo octadiene

ACIE paper

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

Aryl halide couplings with Sp3-carbons

Posted by naturalproductman on July 27, 2014

Gary Molander and colleagues reported in Science on a photoredox nickel dual catalysis for a cross coupling reaction between an sp3-hybridized organoboron and an aryl halide.

Science paper (Molander)

In the same issue, David Macmillan and co-workers have reported on a photoredox reaction involving a nickel catalyzed coupling between an sp3-alpha-carboxyl and an aryl halide.

Science paper (Macmillan)

 

Posted in Cascade Reactions, cross coupling, Light Mediated, Methodology, Nickel, Transition Metal | Leave a Comment »

Ni-catalyzed C-B bond from C-N bond

Posted by naturalproductman on April 4, 2014

Naoto Chatani and co-workers from Osaka University have reported in JACS on a useful transformation of a reductive cleavage of a C-N bond to form C-B and C-H bonds.

Ni

JACS paper

Posted in C-X Bond Breaking, Methodology, Nickel, Transition Metal | Leave a Comment »

Ni-catalyzed acyl cross-coupling

Posted by naturalproductman on May 9, 2013

Sarah Reisman and co-workers have reported in JACS on a Ni-catalyzed coupling of an aryl chloride and acyl chloride.

Ni

JACS paper

Posted in Asymmetric, Methodology, Nickel, Transition Metal | Leave a Comment »

Abyssomicin synthesis

Posted by naturalproductman on April 23, 2012

Radomir Saicic and colleague at the University of Belgrade in Serbia have reported in ACIE on the synthesis of atrop-abyssomicin.

abyssomycin

ACIE paper

Posted in Asymmetric, Cascade Reactions, Chromium, Methodology, Named Reactions, Nickel, Nozaki-Hiyama-Kishi, Total Synthesis, Transition Metal | Leave a Comment »

NHK coupling asymmetrically

Posted by naturalproductman on March 29, 2012

The Nozaki-Hiyama-Kishi coupling couples an a R-halide group with an aldehyde.  Kishi and co-workers have reported on a catalytic, asymmetric version in JACS recently.
NHK

JACS paper

Posted in Asymmetric, Chromium, cross coupling, Methodology, Named Reactions, Nickel, Nozaki-Hiyama-Kishi, Transition Metal | Leave a Comment »

Nickel catalyzed cyclization

Posted by naturalproductman on January 7, 2012

At first look you might think reacting an indole with a three membered ring is reminiscent of Pagenkopf’s or Kerr’s work at the University of Western Ontario where the three membered ring is a cyclopropane – however, here we see that the three membered ring is an epoxide and the catalyst is nickel – so the authors must be different…Junliang Zhang and co-workers at SIOC have reported in Chemical Communications on a nickel catalyzed [3+2] between an epoxide and an indole.
indole

Chem Comm paper

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

2 dienes + 1 alkyne

Posted by naturalproductman on January 4, 2012

Phil Baran and co-workers have reported in JOC on a nickel catalyzed diene-alkyne cooligomerization reaction.

nickel

JOC paper

Posted in Cascade Reactions, Methodology, Multi-Component Coupling, Nickel, Transition Metal | Leave a Comment »

Intermolecular [4+2] approach for pyridines

Posted by naturalproductman on October 21, 2011

Sensuke Ogoshi and co-workers from Osaka University have reported in JACS on a nickel-catalyzed [4+2] approach to access pyridines.

pyridine

JACS paper

Posted in Cascade Reactions, Cycloaddition, Methodology, Nickel, Pericyclic reactions, Transition Metal | Leave a Comment »

Subincanadine C synthesis

Posted by naturalproductman on October 4, 2011

Hongbin Zhai and co-workers from Shanghai Institute of Organic Chemistry have reported in Organic Letters on the synthesis of subincanadine C.

alkaloid

OL paper

Posted in Alkaloids, Cascade Reactions, Conjugate Additions, Methodology, Michael, Named Reactions, Nickel, Transition Metal | Leave a Comment »

 
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