| Autor: |
Zhang C; School of Chemistry, Monash University, Clayton 3800, Victoria, Australia., Maddigan-Wyatt JT; School of Chemistry, Monash University, Clayton 3800, Victoria, Australia., Nguyen X; School of Chemistry, Monash University, Clayton 3800, Victoria, Australia., Seitz A; School of Chemistry, Monash University, Clayton 3800, Victoria, Australia., Breugst M; Institut für Chemie, Technische Universität Chemnitz, Straße der Nationen, 09111 Chemnitz, Germany., Lupton DW; School of Chemistry, Monash University, Clayton 3800, Victoria, Australia. |
| Abstrakt: |
Herein, we report the enantioselective phosphine-catalyzed β,γ-annulation of electron-poor allenes with bifunctional malonates. The reaction exploits a 2C phosphonium synthon that when accessed using ( R )-SITCP gives 23 cyclopentanes with high stereoselectivity (most >95:5 er and >9:1 dr) and yield. In addition to the (3+2) annulation, a one-pot three-component variant to give the same cyclopentanes and a (3+2) annulation/Dieckmann cyclization cascade, along with mechanistic studies, are reported. |
