Naturalproductman’s Blog

Hey, is that a natural product?!

Archive for the ‘Wolff rearrangement’ Category

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 »

Ketene from a Diazo Compound

Posted by naturalproductman on October 19, 2010

Gunda Georg and co-worker at the University of Minnesota have published in JACS on a silver promoted Wolff rearrangement to access dihydropiperidones via a 6-exo-dig cyclization.

ketene

JACS paper

Posted in Cascade Reactions, Methodology, Ring forming, Silver, Transition Metal, Wolff rearrangement | Leave a Comment »