Combined Lewis Acid Catalyzed Diastereoselective Halogenative Cascade Annulation of Enone-Tethered Cyclohexadienones
作者:Tarun Nallamilli、Anandarao Munakala、Rambabu Chegondi
DOI:10.1021/acs.orglett.3c03269
日期:2023.11.24
The cascade difunctionalization of α,β-unsaturated carbonyls by nucleophilic halogenation followed by enolate trapping with other electrophiles is highly challenging in synthetic organic chemistry. Herein, we report a chemo- and diastereoselective cascade annulation of enone-tethered cyclohexadienones by using an unconventional combined Lewis acid catalyzed halogenation reaction in the presence of
通过亲核卤化,然后用其他亲电子试剂捕获烯醇化物,对α,β-不饱和羰基进行级联双官能化,这在合成有机化学中极具挑战性。在此,我们报告了在 In(III) 催化剂和三甲基卤化硅存在下,通过使用非常规组合路易斯酸催化卤化反应,烯酮系环己二烯酮的化学和非对映选择性级联成环。该反应提供具有四个连续立体中心的高度官能化的双环烯酮。