Synthesis of Heterohelicenes by a Catalytic Multi-Component Povarov Reaction

被引：11

作者：

Viglianisi, Caterina ^{[1
]}

Biagioli, Chiara ^{[1
]}

Lippi, Martina ^{[1
,2
]}

Pedicini, Maria ^{[1
]}

Villani, Claudio ^{[3
]}

Franzini, Roberta ^{[3
]}

Menichetti, Stefano ^{[1
]}

机构：

[1] Univ Florence, Dept Chem Ugo Schiff, Via Lastruccia 3-13, I-50019 Sesto Fiorentino, Italy

[2] Politecn Milan, Dept Chem Mat & Chem Engn G Natta, Via Mancinelli 7, I-20131 Milan, Italy

[3] Univ Roma La Sapienza, Dept Chem & Technol Drugs, Ple A Moro 5, I-00185 Rome, Italy

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 2019卷 / 01期

关键词：

Helicenes; Multi-component reactions; Povarov reactions; Catalysis; HPLC resolution; CHIRAL RECOGNITION; DYNAMIC HPLC; STEREODYNAMICS; ENANTIOMERS; HELICENES; MOLECULES; SOLVENT;

D O I：

10.1002/ejoc.201801489

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：164 / 167

页数：4

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