Naturalproductman’s Blog

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Archive for the ‘Organocatalytic’ Category

Cope rearrangement

Posted by naturalproductman on August 23, 2016

James Gleason and colleague at McGill University have reported in ACIE on an organocatalytic Cope rearrangement.

 

ACIE paper

Posted in Cascade Reactions, Methodology, Organocatalytic, Sigmatropic Rearrangements | Leave a Comment »

Transamination reaction

Posted by naturalproductman on August 22, 2016

Here’s a transamination reaction reported in JACS. Normally pyridoxal-phosphate containing enzymes do this in nature but this is the biomimetic approach.

 

JACS paper

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

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 »

Desymmetrization with proline and Pd

Posted by naturalproductman on April 19, 2016

Yi-Xia Jia and co-workers from Zhejiang University have reported in JACS on an intramolecular desymmetrization by a Heck reaction.

 

JACS paper

Posted in Desymmetrization, Heck, Methodology, Mizoroki-Heck, Organocatalytic, Palladium, Transition Metal | Leave a Comment »

Epoxide to Thiiranes

Posted by naturalproductman on April 14, 2016

Benjamin List and co-workers reported in JACS on a kinetic resolution approach to convert epoxides to thiiranes using a chiral phosphoric acid catalyst.

 

JACS paper

Posted in Kinetic resolution, Methodology, Organocatalytic | Leave a Comment »

Haliclonin A synthesis

Posted by naturalproductman on February 24, 2016

Pei-Qiang Huang and co-workers from Xiamen University have reported in ACIE on the synthesis of haliclonin A.

 

ACIE paper

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

Hetero-Diels-Alder/Oxy-Michael cascade

Posted by naturalproductman on January 22, 2016

John Gao and co-workers from UT San Antonio have reported in ACIE on the use of modularly designed organocatalysts (MDO) to effect a hetero-Diels-Alder/oxy-Michael cascade reaction.

 

ACIE paper

Posted in Cascade Reactions, Diels-Alder, Kinetic resolution, Methodology, Named Reactions, Organocatalytic, Oxy-Michael | Leave a Comment »

Cascade cyclization

Posted by naturalproductman on November 10, 2015

Hiroaki Sasai and co-workers at Osaka University have reported in ACIE on a domino reaction involving the coupling between an allenoate ester and dienones.
allenoate

ACIE paper

Posted in Asymmetric, Cascade Reactions, Methodology, Organocatalytic | Leave a Comment »