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Archive for the ‘Nickel’ Category

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 »

Epoxide and aryl halide coupling

Posted by naturalproductman on March 5, 2015

Daniel Weix and colleague at the University of Rochester have reported in JACS on a coupling between an epoxide and an aryl halide.

epoxide

JACS paper

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

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 »

 
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