Straightforward chemoselective access to unsymmetrical dithioacetals through a thiosulfonate homologation-nucleophilic substitution sequence
作者:Laura Ielo、Veronica Pillari、Natalie Gajic、Wolfgang Holzer、Vittorio Pace
DOI:10.1039/d0cc04896h
日期:——
presented for the preparation of rare unsymmetrical dithioacetals. The judicious selection of thiosulfonates as convenient sulfur electrophilic sources – upon the homologation event conducted on an intermediate α-halothioether – guarantees the release of the non-reactive sulfonate group, thus enabling the subsequent nucleophilic displacement with an external added thiol [(hetero)aromatic and/or aliphatic]
Sustainable Asymmetric Organolithium Chemistry: Enantio‐ and Chemoselective Acylations through Recycling of Solvent, Sparteine, and Weinreb “Amine”
作者:Serena Monticelli、Wolfgang Holzer、Thierry Langer、Alexander Roller、Berit Olofsson、Vittorio Pace
DOI:10.1002/cssc.201802815
日期:2019.3.21
organolithium compounds in the presence of (−)‐sparteine, was revisited and applied to unprecedented acylations with Weinreb amides to access highly enantioenriched α‐oxyketones and cyclic α‐aminoketones. Recycling of the sustainable solvent cyclopentyl methyl ether, sparteine, and the released Weinreb “amine” [HNMe(OMe)] was possible through a simple work‐up procedure that enabled full recovery of these