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Archive for the ‘Copper’ Category

Asymmetric copper catalyzed Michael Addition

Posted by naturalproductman on August 19, 2015

Jean-Marc Campagne and co-workers at CNRS have reported in ACIE on a copper catalyzed asymmetric Michael addition.
copper

ACIE paper

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

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 »

 
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