Naturalproductman’s Blog

Hey, is that a natural product?!

Archive for the ‘Copper’ Category

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 »

Syn-1,3-carbonate access

Posted by naturalproductman on May 28, 2015

Matthew Gaunt and colleague at the University of Cambridge have reported in ACIE on a method for the synthesis of syn-1,3-carbonates.

Cu

ACIE paper

Posted in Copper, Hypervalent Iodine, Methodology, Transition Metal | Leave a Comment »

A3 reaction with thiourea cocatalyst

Posted by naturalproductman on April 12, 2015

Daniel Seidel and co-worker at Rutgers have reported in JACS on an asymmetric A3 reaction using a thiourea cocatalyst.

A3

JACS paper

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

Copper catalyzed reduction to form indolynes

Posted by naturalproductman on April 12, 2015

Stephen Buchwald and colleague have reported in JACS on a copper catalyzed C-C bond formation to make indolynes. This is a reduction reaction and they use diethoxymethylsilane (DEMS) to serve as the reductant.

copper

JACS paper

Posted in Copper, Methodology, Sigmatropic Rearrangements, Transition Metal | Leave a Comment »

Silacarboxylation of allenes

Posted by naturalproductman on December 6, 2014

Yasushi Tsuji and co-workers have reported in JACS on a copper catalyzed silacarboxylation of allenes using carbon dioxide and a silylborane.

JACS paper

Posted in Allenes, Copper, Methodology, Transition Metal | Leave a Comment »

Dibromoalkenes from alkynes

Posted by naturalproductman on November 29, 2014

Weimin He and co-workers from Hunan University have reported in JOC on the synthesis of E-dibromoalkenes from alkynes using CuBr2.
copper

JOC paper

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

N-Tosyl hydrazones to alkynes with copper

Posted by naturalproductman on November 28, 2014

Huanfeng Jiang and co-workers from South China University of Technology have reported in ACIE on a copper catalyzed conversion of N-tosyl hydrazones to alkynes. The problem is I don’t know how regioselective this is.

copper

ACIE paper

Posted in Copper, Methodology, Transition Metal | 1 Comment »

Intermolecular hydroamination

Posted by naturalproductman on October 29, 2014

Stephen Buchwald and colleague have reported in JACS on an asymmetric intermolecular hydroamination reaction. I personally have tried an intermolecular hydroamination using a platinum catalyst, and it failed. This protocol is hopefully a good alternative.

copper

JACS paper

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

Electrocyclic ring opening to ketonitrones

Posted by naturalproductman on July 27, 2014

Masahiro Terada and co-workers from Tohoku University have reported in Organic Letters on a copper-catalyzed rearrangement to form alpha,beta-unsaturated ketonitrones.

nitrone

OL paper

Posted in Cascade Reactions, Copper, Electrocyclization, Mechanistic, Methodology, Pericyclic reactions, Transition Metal | Leave a Comment »

Copper catalyzed [3+2] mechanism

Posted by naturalproductman on May 6, 2014

When I saw the graphical abstract of this paper, the first thing that came to mind was Michael Kerr at the University of Western Ontario, but this paper was from Yong Tang’s group in SIOC in collaboration with Kendall Houk’s computational group to study the mechanism of this [3+2] reaction. They used the LANL2DZ basis set in this paper. Great to hear.

copper

JACS paper

Posted in Cascade Reactions, Computational, Copper, DFT, Methodology, Transition Metal | Leave a Comment »

 
Follow

Get every new post delivered to your Inbox.

Join 81 other followers