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Archive for the ‘Heck’ Category

Silyl Heck reaction

Posted by naturalproductman on August 30, 2013

Donald Watson and colleague have reported in JACS on silyl Heck variant.

vinyl silyl ethers

JACS paper

Posted in cross coupling, Heck, Methodology, Palladium, Transition Metal | Leave a Comment »

A Heck reaction for a seven membered ring

Posted by naturalproductman on June 11, 2012

Silas Cook and colleague at Indiana University have reported in Organic Letters on a formal synthesis of englerin.
englerin

OL paper

Posted in cross coupling, Heck, Methodology, Sesquiterpenoids, Seven-Membered Rings | Leave a Comment »

Daphmanidin synthesis

Posted by naturalproductman on October 11, 2011

Erick Carreira and co-worker have reported in ACIEE on the synthesis of daphmanidin.

daphmanidin

ACIEE paper

Posted in Alkaloids, Cascade Reactions, Claisen rearrangement, Cobalt, Copper, cross coupling, Heck, Methodology, Named Reactions, Palladium, Transition Metal | Leave a Comment »

Oxidative Heck

Posted by naturalproductman on September 26, 2011

Hequan Yao and co-workers from China Pharmaceutical University have reported in Tetrahedron Letters on a palladium catalyzed oxidative Heck coupling.

oxidative

TL paper

Posted in C-H activation, Cascade Reactions, cross coupling, Heck, Methodology, Palladium, Silver, Transition Metal | Leave a Comment »

Allyl alcohol transformation

Posted by naturalproductman on September 20, 2011

Jianliang Xiao and co-workers at the University of Liverpool have reported in Organic Letters on a one pot transformation of an allyl alcohol substrate to access dihydrochalcones.

allyl

OL paper

Posted in Cascade Reactions, cross coupling, Heck, Methodology, Multi-Component Coupling, One pot, Palladium, Transition Metal | Leave a Comment »

Aspidophylline synthesis

Posted by naturalproductman on May 19, 2011

Neil Garg and co-workers from UCLA have reported in JACS on their synthesis of aspidophylline where the key reaction was an interrupted Fischer indolization.

Fischer
JACS paper

Posted in Alkaloids, cross coupling, Heck, Indoles, Methodology, Named Reactions | Leave a Comment »

Crinine Synthesis

Posted by naturalproductman on January 24, 2011

Xiaodong Yang and co-workers at Yunnan University have published in Synlett on their formal synthesis of crinine.  The seven membered ring with an exocyclic methylene was synthesized by an intramolecular Heck reaction.

seven membered

 

Synlett paper

Posted in Cascade Reactions, cross coupling, Heck, Methodology, Palladium, Ring forming, Transition Metal | Leave a Comment »

Palladium/Copper Catalyzed Multi-Component Cascade

Posted by naturalproductman on October 21, 2010

Junliang Zhang and co-worker published in Chem Comm again on a three component coupling approach to synthesize tetrasubstituted furans.

three component coupling

Chem Comm paper

Posted in cross coupling, Heck, Methodology, Multi-Component Coupling | Leave a Comment »

Carbonylative Heck

Posted by naturalproductman on August 30, 2010

Erik Alexanian and co-worker at the University of North Carolina at Chapel Hill have published in JACS on a carbonylative Heck reaction using palladium tetrakis(triphenyl)phosphine as the catalyst.  This reaction works best with non-polar solvents such as toluene because of a possible formation of phosphonium salts in polar solvents (THF:ACN).

palladium


JACS paper

Posted in Cascade Reactions, cross coupling, Heck, Methodology, Palladium, Transition Metal | Leave a Comment »

Synthesis of Rhazinilam

Posted by naturalproductman on August 27, 2010

Armen Zakarian and co-worker have published in UCSB on a Heck cyclization approach to access rhazinilam.

Heck

OL paper

Posted in Alkaloids, Asymmetric, Axial Chirality, cross coupling, Heck, Methodology, Palladium, Transition Metal | Leave a Comment »

 
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