1137669-61-4Relevant academic research and scientific papers
Asymmetric Synthesis of Dihydropyranones via Gold(I)-Catalyzed Intermolecular [4+2] Annulation of Propiolates and Alkenes
Choi, Su Yeon,Kim, Hanbyul,Shin, Seunghoon
, p. 13130 - 13134 (2018/09/21)
Intermolecular asymmetric gold catalysis involving alkyne activation presents a significant challenge due to its distinct mechanistic mode from other metals. Herein, we report a highly enantioselective synthesis of α,β-unsaturated δ-lactones from [4+2] annulation of propiolates and alkenes in upto 95 percent ee. Notably, for the desired chiral recognition, the choice of 1,1,2,2-tetrachloroethane as solvent was found to be crucial. Furthermore, an anionic surfactant (sodium dodecyl sulfate) improved the product selectivity in the divergence of the cyclopropyl gold carbene intermediate.
Asymmetric pentenylation of aldehydes: A new benchmark for the preparation of ethyl-substituted homoallylic alcohol
Sonawane, Ravindra P.,Joolakanti, Shyamsunder R.,Arseniyadis, Stellios,Cossy, Janine
scheme or table, p. 213 - 216 (2009/06/05)
A highly diastereo- and enantioselective boron-mediated pentenylation reaction is presented. The chiral pentenylborane reagents, which are derived from pinene, undergo addition to various aldehydes to afford ethyl-substituted homoallylic alcohols in good
