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Archive for the ‘Allenes’ Category

Reactions involving the use, synthesis, intermediates of allenes.

Chiral allene synthesis

Posted by naturalproductman on March 20, 2013

Doug Frantz and co-workers at UT San Antonio have reported in JACS on a palladium catalyzed asymmetric approach to synthesizing axially chiral allenes through beta-hydride elimination.

allene

JACS paper

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

Phosphine catalyzed C-N bond formation

Posted by naturalproductman on January 31, 2013

Greg Fu and co-workers reported on a C2-symmetric phosphine catalyst to

phosphine

ACIE paper

Posted in Allenes, C2-Symmetric, Methodology, Organocatalytic | Leave a Comment »

pyridines from allenes

Posted by naturalproductman on December 29, 2012

Andrei Yudin and co-workers from the University of Toronto have reported in OL on the synthesis of pyridines from allenes.

pyridines

OL paper

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

Jiadifenin synthesis

Posted by naturalproductman on August 29, 2012

Hongbin Zhai and co-workers at SIOC have reported in ACIE on the synthesis of jiadifenin.  The key [2+2] installed the methyl ester substituent.

jiadifenin synthesis

ACIE paper

Posted in Allenes, Cycloaddition, Methodology, Pericyclic reactions, Total Synthesis, [2+2] | Leave a Comment »

Lactone and allene radical cyclization

Posted by naturalproductman on July 20, 2012

David Procter and co-workers from the University of Manchester have reported in JACS on a SmI2-mediated radical cyclization of a lactone bearing an allene to form a 5,7-bicyclic ring system.

allene

JACS paper

Posted in Allenes, Methodology, Radical Chemistry, Seven-Membered Rings | Leave a Comment »

Bi-mediated [3+2]

Posted by naturalproductman on May 11, 2012

Elisabet Dunac and co-workers from CNRS have reported in Organic Letters on a Bi(OTf)3 mediated [3+2] between an allene and aryl group.

3+2

OL paper

Posted in Allenes, Methodology, Ring forming | Leave a Comment »

Ferrier type cascade

Posted by naturalproductman on May 2, 2012

Joseph Kim and co-workers at Sanofi have reported in Tetrahedron Letters on a Ferrier type reaction.

Ferrier

TL paper

Posted in Allenes, Cascade Reactions, Ferrier, Methodology, Named Reactions | Leave a Comment »

Allenoates using NHCs

Posted by naturalproductman on February 21, 2012

Jianwei Sun and co-workers at Hong Kong University of Science and Technology have reported in Organic Letters on a carbene catalyzed formation of allenoates.

allenoates

OL paper

Posted in Allenes, Carbene, Cascade Reactions, Methodology | Leave a Comment »

Fucoxanthin synthesis

Posted by naturalproductman on January 19, 2012

Shigeo Katsumara and co-workers at Kwansei Gakuin University have reported in Organic Letters on the synthesis of fucoxanthin, an allene containing compound that almost looks like an oxygenated form of beta-carotene.

allene

OL paper

Posted in Allenes, carotenoids, Methodology, Polyenes, Total Synthesis | Leave a Comment »

Allenyl azide cyclization

Posted by naturalproductman on January 15, 2012

Ken Feldman and colleague at Penn State have reported in Organic Letters on an allenyl azide cycloaddition approach to synthesize meloscine.

allenyl azide
OL paper

Posted in Alkaloids, Allenes, Cascade Reactions, Methodology | Leave a Comment »

 
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