Diastereoisomeric pyrazolone-fused spirocyclohexenimines, bearing contiguous all-carbon quaternary and tertiary stereocenters, are readily synthesized for the first time in good to excellent yield (up to 98%) and high enantioselectivity (up to 97% ee) via vinylogous Michael reaction/cyclization cascade reaction of a-arylidene pyrazolones and a,a-dicyanoalkylidenes. The formal [4+2] atom-economical annulation proceeds with commercially available Takemoto’s catalyst under mild reaction conditions.
Asymmetric Synthesis of Pyrazolone Fused Spirocyclohexeneimines via a Vinylogous Michael/Cyclization Cascade Reaction
Meninno, SaraMethodology
;Lattanzi, Alessandra
Writing – Review & Editing
2019
Abstract
Diastereoisomeric pyrazolone-fused spirocyclohexenimines, bearing contiguous all-carbon quaternary and tertiary stereocenters, are readily synthesized for the first time in good to excellent yield (up to 98%) and high enantioselectivity (up to 97% ee) via vinylogous Michael reaction/cyclization cascade reaction of a-arylidene pyrazolones and a,a-dicyanoalkylidenes. The formal [4+2] atom-economical annulation proceeds with commercially available Takemoto’s catalyst under mild reaction conditions.File in questo prodotto:
| File | Dimensione | Formato | |
|---|---|---|---|
|
Asymmetric Synthesis of Pyrazolone Fused Spirocycloheneimines for watermarked.pdf
Open Access dal 09/11/2019
Descrizione: post-print
Tipologia:
Documento in Post-print (versione successiva alla peer review e accettata per la pubblicazione)
Licenza:
Creative commons
Dimensione
387.36 kB
Formato
Adobe PDF
|
387.36 kB | Adobe PDF | Visualizza/Apri |
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
