A multi-component Povarov reaction was used for the preparation of [4], [5] and [6]aza- and azaoxahetero helicalshaped compounds. The oxidation of the tetrahydroquinolinic primary Povarov adducts to the aromatic quinolines is mandatory to achieve a helical-shaped structure and can be carried out in a one-pot fashion with DDQ. Resolution of [5] and [6]heterohelicenes was successfully performed by chiral HPLC
Synthesis of Heterohelicenes by a Catalytic Multi-Component Povarov Reaction / Viglianisi, Caterina; Biagioli, Chiara; Lippi, Martina; Pedicini, Maria; Villani, Claudio; Franzini, Roberta; Menichetti, Stefano*. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - STAMPA. - 2019:(2019), pp. 164-167. [10.1002/ejoc.201801489]
Synthesis of Heterohelicenes by a Catalytic Multi-Component Povarov Reaction
Viglianisi, Caterina;Lippi, Martina;Menichetti, Stefano
2019
Abstract
A multi-component Povarov reaction was used for the preparation of [4], [5] and [6]aza- and azaoxahetero helicalshaped compounds. The oxidation of the tetrahydroquinolinic primary Povarov adducts to the aromatic quinolines is mandatory to achieve a helical-shaped structure and can be carried out in a one-pot fashion with DDQ. Resolution of [5] and [6]heterohelicenes was successfully performed by chiral HPLC
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