Anhydrous cerium(III) chloride — Effect of the drying process on activity and efficiency

Soluble Lanthanide Salts (LnCl3⋅2 LiCl) for the Improved Addition of Organomagnesium Reagents to Carbonyl Compounds

“…The addition of iPrMgCl to this ketone again proceeded quantitatively in the presence of LnCl 3 ·2 LiCl (Ln = La, Ce) and in better yield than with Imamotos method (80 %) [2] or with Dimitrovs method (93 %; entry 2). [3] a-Tetralone (3 c) also reacted quantitatively with iPrMgCl (2 a) leading to the alcohol 4 c in 95 % yield. In the absence of lanthanide salt, only 30 % yield was obtained, whereas Imamotos method provided product 3 c in 73 % yield (entry 3).…”

Biosynthesis of the Off‐Flavor 2‐Methylisoborneol by the Myxobacterium Nannocystis exedens

“…To clarify the absolute configuration of 1, both enantiomers were synthesized from d-(+)-and l-(À)-camphor by CeCl 3 -catalyzed addition of MeMgCl (Supporting Information). [21] GC on a chiral stationary phase established that only (À)-1 is released by N. exedens. This is the same enantiomer as in the liverwort Lophocolea heterophylla, [12] whereas the absolute configuration of 1 produced by other bacteria is unknown.…”

Enantioselective Total Synthesis of Nigelladine A via Late-Stage C–H Oxidation Enabled by an Engineered P450 Enzyme

“…9,10 Unfortunately, attempts to directly acylate the α-carbon of 10 resulted in low yields due to competing self-aldol additions. To avoid these issues, we chose to increase the reactivity and steric environment of the enolate by synthesizing the 1,1-dimethyl hydrazone 11 .…”