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Synthesis of Heterohelicenes by a Catalytic Multi‐Component Povarov Reaction
Author(s) -
Viglianisi Caterina,
Biagioli Chiara,
Lippi Martina,
Pedicini Maria,
Villani Claudio,
Franzini Roberta,
Menichetti Stefano
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201801489
Subject(s) - chemistry , adduct , catalysis , component (thermodynamics) , primary (astronomy) , organic chemistry , resolution (logic) , reaction conditions , combinatorial chemistry , polymer chemistry , physics , thermodynamics , astronomy , artificial intelligence , computer science
A multi‐component Povarov reaction was used for the preparation of [4], [5] and [6]aza‐ and azaoxahetero helical‐shaped 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.