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Archive for the ‘Tsuji-Trost’ Category

Pd pi-allyl

Posted by naturalproductman on November 8, 2014

Shu-Li You and co-workers at SIOC have reported in JACS on some mechanistic studies of a Pd pi-allyl chemistry.

pi allyl

JACS paper

Posted in Asymmetric, Mechanistic, Methodology, Named Reactions, Palladium, Transition Metal, Tsuji-Trost | Leave a Comment »

Kendomycin synthesis

Posted by naturalproductman on March 14, 2014

Hirokazu Arimoto and co-workers from Tohoku University have reported in ACIE on the synthesis of kendomycin.

kendomycin

ACIE paper

Posted in Methodology, Named Reactions, Palladium, Total Synthesis, Transition Metal, Tsuji-Trost | Leave a Comment »

Allylation

Posted by naturalproductman on January 31, 2013

David Lupton and colleague from Monash University have reported in ACIE on a Tsuji-Trost approach for the synthesis of (−)-Kopsihainanine A.

alkaloid

ACIE paper

Posted in Alkaloids, Asymmetric, Methodology, Named Reactions, Palladium, Transition Metal, Tsuji-Trost | Leave a Comment »

Asymmetric palladium cascade

Posted by naturalproductman on July 3, 2011

Hiroaki Sasai and co-workers from Osaka University have reported in Organic Letters on a palladium catalyzed transformation of a carboxylic acid tethered with an alkene to a lactone.

pi allyl

OL paper

Posted in Asymmetric, Cascade Reactions, Methodology, Named Reactions, Palladium, Ring forming, Transition Metal, Tsuji-Trost | Leave a Comment »

Quaternary carbon center via pi allyl

Posted by naturalproductman on June 7, 2011

James Morken and co-workers at Boston College have reported in JACS on a palladium catalyzed coupling between allyl carbonates and allyl boronates.

quaternary

JACS paper

Posted in Asymmetric, Methodology, Named Reactions, Palladium, Transition Metal, Tsuji-Trost | Leave a Comment »

Kainic acid from a vinyl aziridine

Posted by naturalproductman on May 27, 2011

Varinder Aggarwal and co-workers from the University of Bristol have reported in ACIEE on a [3+2] reaction between a vinyl aziridine and a Michael acceptor while taking advantage of Tsuji-Trost allylation.  Additionally, they cleaved off the phenyl group on the resulting pyrrolidine ring using a RuCl3/H5IO6/NaIO4 oxidation protocol.

palladium

ACIEE paper

Posted in C-C Bond Breaking, Cascade Reactions, Methodology, Named Reactions, Palladium, Transition Metal, Tsuji-Trost | Leave a Comment »

Intermolecular Oxy-Michael Followed by Tsuji-Trost

Posted by naturalproductman on October 28, 2010

Dirk Menche and co-workers at the University of Heidelberg have published in ACIEE on an intermolecular oxy-Michael addition of an alcohol onto a nitro-olefin followed by a Tsuji-Trost reaction to form a tetrahydropyran.

oxy-Michael


ACIEE paper

Posted in Cascade Reactions, Methodology, Named Reactions, Palladium, Transition Metal, Tsuji-Trost | Leave a Comment »

Spirocyclization of an Allylic Carbonate

Posted by naturalproductman on October 11, 2010

Yasumasa Hamada and co-workers from Chiba University have published in Organic Letters on a palladium catalyzed spirocyclization of a phenol tethered by a allylic carbonate.

spirocyclization

 

OL paper

Posted in Friedel-Crafts, Methodology, Named Reactions, Palladium, Ring forming, Spirocyclic centers, Transition Metal, Tsuji-Trost | Leave a Comment »

Decarboxylative Asymmetric Allylic Alkylation

Posted by naturalproductman on June 15, 2010

Barry Trost and co-workers have published in JACS on a palladium catalyzed decarboxylative asymmetric allylic alkylation (DAAA) reaction as an alternative to an enolate alkylation.

palladium

JACS paper

Posted in Asymmetric, Cascade Reactions, Methodology, Named Reactions, Palladium, Transition Metal, Tsuji-Trost | Leave a Comment »

Fe-Catalyzed Tsuji-Trost

Posted by naturalproductman on May 7, 2010

Li-Wen Xu and co-workers from Hangzhou Normal University have recently reported in Synlett on an iron catalyzed Tsuji-Trost reaction. The have cleaved a C-N bond to form new C-C bonds.

iron

Synlett paper

Posted in C-X Bond Breaking, Iron, Methodology, Named Reactions, Transition Metal, Tsuji-Trost | Leave a Comment »

 
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