Naturalproductman’s Blog

Hey, is that a natural product?!

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 »

Cochlearenine, N-Ethyl-1α-hydroxy-17-veratroyldictyzine, and Paniculamine syntheses

Posted by naturalproductman on August 22, 2016

Richmond Sarpong and co-workers reported in JACS on the synthesis of paniculamine.

 

JACS paper

Posted in Alkaloids, Total Synthesis | Leave a Comment »

Psiguadial B synthesis

Posted by naturalproductman on August 2, 2016

Sarah Reisman and co-workers have reported in JACS on the synthesis of psiguadial B. The key step was a Wolff rearrangement using a Honeywell UV lamp. The supporting information has a nice picture of the reaction set up. It looks like you just shine the lamp next to the reaction flask with aluminum foil around it.

 

JACS paper

Posted in Total Synthesis, Wolff rearrangement | Leave a Comment »

Triiodide-mediated C-H amination

Posted by naturalproductman on July 31, 2016

David Nagib and co-workers from the Ohio State University have reported in ACIE on a triiodide mediated C-H amination reaction.

 

ACIE paper

Posted in C-H activation, Hypervalent Iodine, Methodology | Leave a Comment »

Synthesis of hamigerans

Posted by naturalproductman on July 31, 2016

Shuanhu Gao and co-workers at East China Normal University have reported in ACIE on the synthesis of hamigerans.

 

ACIE paper

Posted in Alkaloids, Total Synthesis | 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 »