Ulrich Koert and co-workers from Philipps-University Marburg have reported in Organic Letters on an alpha-ketol rearrangment.They heat the reaction in a sealed tube to 70 degrees and the solvent is in DCM – with 2.5 mol equivalents of BF3 etherate, sounds a bit harsh – but nonetheless an interesting sigmatropic rearrangement.
Archive for the ‘Mechanistic’ Category
Posted by naturalproductman on June 9, 2015
Posted by naturalproductman on May 2, 2015
Jeffrey Aube (University of Kansas) and Dean Tantillo (UC Davis) have teamed up to study the mechanism of a domino acylation-Diels Alder reaction.
Posted by naturalproductman on March 5, 2015
Tomohisa Kuzuyama and co-workers at the University of Tokyo have reported in ACIE on an mechanistically interesting terpene cyclization involving two carbons switching.
Posted by naturalproductman on January 18, 2015
Matthew Cook and co-workers from Queen’s University Belfast in the UK have reported in JOC on some interesting sigmatropic reactions, depending on the base used, an isomerization Claisen occurs or a [2,3]-Wittig-anionic oxy-Cope rearrangement occurs.
Posted by naturalproductman on August 28, 2014
Petr Beier and co-workers from the Academy of the Sciences of the Czech Republic have reported in JOC on an interesting reaction involving hydrogen peroxide, and an SF5-phenol to afford a muconolactone derivative.
Posted by naturalproductman on July 27, 2014
Paul Hergenrother and co-workers from UIUC have reported in ACIE on an interesting rearrangement to form fenestrane ring systems.