Naturalproductman’s Blog

Hey, is that a natural product?!

Archive for the ‘Cascade Reactions’ Category

multiple reactions back to back (to back) in one go

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 »

Carbonylative spirolactonization

Posted by naturalproductman on August 22, 2016

Mingji Dai and co-workers reported in JACS on a Pd-catalyzed spirolactonization.

 

JACS paper

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

Spinosyn A synthesis

Posted by naturalproductman on August 22, 2016

Mingji Dai and co-workers at Purdue reported in JACS on the synthesis of spinosyn A through a carbonylative macrolactonization.

 

JACS paper

Posted in Cascade Reactions, Methodology, Total Synthesis | 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 »

Amidation-C-H activation cascade

Posted by naturalproductman on July 31, 2016

Santhosh Mhaske and colleague at CSIR have reported in Organic Letters on a palladium catalyzed amidation-C-H activation cascade.
OL paper

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

Diyne to cyclohexenone

Posted by naturalproductman on July 31, 2016

Radomir Salicic and co-workers from the University of Belgrade have reported in Organic Letters on a gold catalyzed cascade cyclization of a diyne.

 

OL paper

Posted in Cascade Reactions, Gold, Methodology, Transition Metal | Leave a Comment »

Enol triflates to alkynes

Posted by naturalproductman on July 31, 2016

Doug Frantz and colleague have reported in Organic Letters on a Pd-catalyzed conversion of a vinyl triflate to a disubstituted alkyne.

 

OL paper

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

From vinyl azides to alpha-fluoroketones

Posted by naturalproductman on July 31, 2016

Feng Liu and colleague at Soochow University reported in Organic Letters on using Selectfluor to convert vinyl azides to alpha-fluoroketones.

 

OL paper

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

Palladium – olefin/insertion cascade

Posted by naturalproductman on July 4, 2016

Vellaisamy Sridharan and co-workers from SASTRA University have reported in Organic Letters on a palladium catalyzed hydration olefin-insertion cascade.

 

OL paper

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

Mechanism of hexadehydro Diels Alder

Posted by naturalproductman on June 16, 2016

Thomas Hoye and co-workers reported in JACS on a substituent effect on the rate of the hexadehydro-Diels Alder reaction. Unlike the regular Diels-Alder reaction, electron-withdrawing groups slowed the reaction down suggesting a step-wise diradical mechanism as opposed to a concerted mechanism.

 

JACS paper

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