Gold-Catalyzed Reactivity Reversal of Indolizidinone-Tethered β‑Amino Allenes Controlled by the Stereochemistry

• Published in: ACS catalysis Vol. 5; no. 8; pp. 4842 - 4845
• Main Authors: Alcaide, Benito, Almendros, Pedro, Fernández, Israel, Martín-Montero, Raúl, Martínez-Peña, Francisco, Ruiz, M. Pilar, Torres, M. Rosario
• Format: Journal Article
• Language: English
• Published: American Chemical Society 07.08.2015
• Subjects: gold; selectivity; allenes; density functional calculations; heterocycles

The controllable cyclization reaction of indolizidinone-tethered β-amino allenes has been achieved through gold catalysis. The expected cycloisomerization of the syn-isomer sharply contrasts to the unprecedented bis­(azacyclization)–spirocyclization sequence of the epimeric anti-isomer, offering hig...