Naturalproductman’s Blog

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Archive for the ‘Allenes’ Category

Reactions involving the use, synthesis, intermediates of allenes.

Chiral allenes via Mukaiyama-Aldol

Posted by naturalproductman on July 4, 2016

Benjamin List and co-workers at Max-Planck-Institut für Kohlenforschung reported in ACIE on a Mukaiyama-Aldol approach to access axially chiral allenes.
ACIE paper

Posted in Allenes, Methodology, Mukaiyama, Named Reactions, Organocatalytic | Leave a Comment »

Propargylic benzoate to allene

Posted by naturalproductman on April 19, 2016

Erick Carreira and colleague have reported in Organic Letters on a rhodium catalyzed synthesis of chiral allenes from propargylic benzoates.

 

OL paper

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

Chiral phosphoric acid for allenamides with ketones

Posted by naturalproductman on January 29, 2016

Dean Toste and colleague have reported in Chemical Science on the use of a chiral phosphoric acid catalyst to react allenamides with ketones. I guess the papers published in Chemical Science in 2015 and 2016 are all open access.

 

Chemical Science paper

Posted in Allenes, Methodology, Organocatalytic | Leave a Comment »

Back to Back Method Papers: Allenamide + Aldehyde = alpha-Alkylation

Posted by naturalproductman on January 22, 2016

Fernando Lopez and co-workers at Universidad de Santiago de Compostela have reported in Chemical Communications on a gold/organocatalyst-cocatalyzed alpha alkylation of aldehydes. Interestingly Jose Gonzalez and co-workers at Universidad de Oviedo also reported in Chem Comm on a gold/organocatalyst reaction.

 

Chem Comm paper

 

Chem Comm paper 2

Posted in Allenes, Asymmetric, Cascade Reactions, Cooperative Catalysis, Gold, Methodology, Organocatalytic, Transition Metal | Leave a Comment »

Clavosolide A synthesis

Posted by naturalproductman on November 10, 2015

Bernhard Breit and colleague at Albert-Ludwigs-Universität Freiburg have reported in ACIE on a synthesis of clavosolide, taking advantage of the C2 symmetry.

C2

ACIE paper

Posted in Allenes, C2-Symmetric, Cascade Reactions, Glycosides, Methodology, Total Synthesis | Leave a Comment »

Alkynyl trifluoroborate + aldehyde = allene

Posted by naturalproductman on November 2, 2015

Regan Thomson and co-workers from Northwestern report in ACS Combinatorial Science on a traceless Petasis reaction.

Petasis

ACS Combinatorial Science paper

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

Kumausallene synthesis

Posted by naturalproductman on October 9, 2015

Chepuri Ramana and colleague have reported in Tetrahedron on a formal synthesis of kumausallene.
kumausallene

Tetrahedron paper

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

On the utility of allenoates

Posted by naturalproductman on July 13, 2015

Hongchao Guo and co-workers from China Agricultural University have reported in Chemical Communications on a [4+1] cyclization of allenoates with anilines to form substituted indolines.

4+1

Chem Comm paper

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

Alkaloid 205B synthesis

Posted by naturalproductman on February 10, 2015

Jin Kun Cha and colleague at Wayne State University have reported in JACS on a synthesis of alkaloid 205B.

205

JACS paper

Posted in Alkaloids, Allenes, Methodology, Total Synthesis | 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 »

 
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