Asymmetric "Acetylenic" [3+2] Cycloaddition of Nitrones Catalyzed by Cationic Chiral PdII Lewis Acid. Issue 19 (29th August 2018)

• Record Type: Journal Article
• Authors: Honda, Kazuya; Mikami, Koichi
• Is Part Of: Chemistry, an Asian journal. Volume 13:Issue 19(2018)
• Page Start: 2838
• Page End: 2841
• Publication Date: 2018-08-29
• Subjects: alkynes -- computational chemistry -- cycloaddition -- palladium -- synthetic methods; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/asia.201801016
• Languages: English
• ISSNs: 1861-4728

Abstract

Abstract: Highly enantioselective [3+2] cycloaddition of ynones and nitrones has been developed. Very bulky ligand, DTBM‐SEGPHOS, was used for an effective asymmetric induction over distal reaction centers on the linear ynone dipolarophile and for prevention of Pd II catalyst deactivation by coordination of the nitrones. The reaction has wide scope of substrates in both ynones and nitrones. Abstract : Highly enantioselective [3+2] cycloaddition of ynones and nitrones was developed. Very bulky ligand, DTBM‐SEGPHOS, was used for an effective asymmetric induction over distal reaction centers on the linear ynone dipolarophile and for prevention of Pd II catalyst deactivation by coordination of the nitrones.