Naturalproductman’s Blog

Hey, is that a natural product?!

Archive for the ‘Chromium’ 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 »

Juglomycin A synthesis

Posted by naturalproductman on November 12, 2012

Rodney Fernandes and co-workers from IIT Bombay have reported in JOC on a chromium carbene approach to access juglomycin.

chromium

JOC paper

Posted in Carbene, Cascade Reactions, Chromium, Methodology, Transition Metal | Leave a Comment »

Chromium cascade

Posted by naturalproductman on May 8, 2012

Nobuhara Iwasawa and co-workers at Tokyo Institute of Technology have reported in ACIE on a chromium catalyzed cascade.

chromium

ACIE paper

Posted in Cascade Reactions, Chromium, Electrocyclization, Light Mediated, Methodology, 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 »

2 Rings in One Step

Posted by naturalproductman on May 10, 2011

James Herndon and co-workers from New Mexico State University have reported in Organic Letters on the synthesis of benzocycloheptanones from a chromium carbene substrate.

chromium

OL paper

Posted in Carbene, Cascade Reactions, Chromium, Methodology, Transition Metal | Leave a Comment »

Chromium Carbene Cascade

Posted by naturalproductman on December 13, 2010

Binay Ghorai and co-worker from Bengal Engineering and Science University have published in Tetrahedron Letters on a Fischer carbene approach to access furoquinolines.

furoquinolines

TL paper

Posted in Carbene, Cascade Reactions, Chromium, Methodology, Transition Metal | Leave a Comment »

Multicomponent Coupling [2+2+1+1]

Posted by naturalproductman on November 11, 2010

Jose Barluenga and co-workers from the Universidad de Oviedo have published in ACIEE on a multicomponent approach to access hydroxycyclohexenones.

multicomponent

 

ACIEE paper

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

Rhodium Catalyzed [3+2+2]

Posted by naturalproductman on July 22, 2010

Jose Barluenga and co-workers at the Universidad de Oviedo have published in Tetrahedron on the use of Fischer carbenes to employ a [3+2+2] cycloaddition in order to access seven membered rings.

fischer

Tetrahedron paper

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

Polycyclizations

Posted by naturalproductman on June 9, 2010

James Herndon and co-workers from New Mexico State University have published in Tetrahedron Letters on a coupling between an enyne-aldehyde and a Fischer carbene, which results in multiple cyclization events when the temperature is elevated.

fischer carbene

TL paper

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