Reto Mueller’s Post

https://lnkd.in/eKJrnSyr Douglass features C-H Functionalization: The Wei/Yang Synthesis of Cephalotine A

Development of a novel radical addition/aldol reaction cascade led to the first total synthesis of Ganoapplanin containing five contiguous stereocenters, two of which are quaternary, demonstrating the validity of a late-stage oxidation strategy. by Prof. Dr. Thomas Magauer et al. https://lnkd.in/gjRJ5eQb https://lnkd.in/gdqjXEfT #totavsynthesis #oxidation #latestage

"Exploring the enantiomers of 1,2-epoxydodecane! Using chiral GC, we’re separating the (R)- and (S)-enantiomers in a racemic sample".

Expanded the scope of application of the co-crystallization method using tetraaryladamantane in determining the relative configuration of iron-catalyzed cyclopropanation reaction products; established a method for determining the stereochemical configuration of organic molecules that are difficult to crystallize; successfully determined the relative configuration of racemic mixtures quickly and with small amounts of sample, demonstrating the effectiveness of the method by Prof. Clemens Richert et al. https://lnkd.in/gvTpCWc5 #crystal #iron #adamantane

Two routes to stereoselectively synthesize the key substructure of Humilisin E were established. 1) the Stork epoxynitrile cyclization reaction 2) the Wolff rearrangement https://lnkd.in/gNhuDpYd #organicchemistry #Terpenoid

Following on from our report on the synthesis of sulfondiimidoyl fluorides, Mingkai Wei has now been exploring their reactivity. In a recent publication he has shown that they undergo Friedel-Crafts type reactions. Indoles are excellent substrates for these reactions, but pyrroles, furans, and even electron-rich benzenes all work. TMS-OTf is the simple Lewis acid that is used to promote the reactions, the products of which are sulfondiimines (the double aza-analogues of sulfones). https://lnkd.in/eYrg4JK6

The Kulinkovich Reaction allows the preparation of cyclopropanol derivatives by the reaction of Grignard reagents (ethyl or higher) with esters in the presence of titanium(IV) isopropoxide as catalyst. #Kulinkovich #cyclopropane https://lnkd.in/g_qTnd2E

https://lnkd.in/ddXGV-jS A copper-catalyzed synthesis of benzo[d]isothiazol-3(2H)-ones and N-acyl-benzothiazetidine

https://lnkd.in/ePe37_nt Douglass features The Liu/Qin Synthesis of Cyclopamine

I am thrilled to announce the publication of my third paper, delving into the fascinating reactivity of N-heterocyclic carbenes (NHCs) and cyclic (alkyl)(amino)carbenes (CAACs). This work uncovers the intriguing behavior of the small, lipophilic tetrafluoroborate anion, a common and presumed innocuous component in imidazol(in)ium and iminium precursors to NHCs and CAACs. Here we describe the unexpected activation of BF4 by NHC and CAAC carbenes to form borylated-carbene adducts. Check out the paper at ChemCatChem below: https://lnkd.in/eV7-zztx