Decarboxylative, trienamine mediated cycloaddition for the synthesis of 3,4-dihydrocoumarin derivatives

文献情報

出版日 2019-03-29

DOI 10.1039/C9OB00386J

インパクトファクター 3.876

著者

Anna Albrecht, Jan Bojanowski, Adrianna Kot, Lesław Sieroń

原文を見る

要旨

In this Communication, a new approach for trienamine chemistry is described. It is based on the application of carboxylic-acid-activated dienophiles that undergo spontaneous decarboxylative protonation after the initial [4 + 2]-cycloaddition step. The utilization of such a novel cascade reaction for the synthesis of biologically relevant 3,4-dihydrocoumarins has been demonstrated. High levels of enantiocontrol and excellent yield of the cascade reaction have been achieved by the use of diphenylprolinol diphenylmethylsilyl ether.

掲載誌

Organic & Biomolecular Chemistry

CiteScore: 3.4

自己引用率: 10.3%

年間論文数: 1041

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

Decarboxylative, trienamine mediated cycloaddition for the synthesis of 3,4-dihydrocoumarin derivatives

文献情報

おすすめジャーナル

関連文献

Swelling of micro-hydrogels with a crosslinker gradient

A novel combined chemical kinetic and trapping method for probing the relationships between chemical reactivity and interfacial H2O, Br− and H+ ion molarities in CTAB/C12E6 mixed micelles

Quercetin and its analogues: optical and acido–basic properties

Self-assembly of diphenylalanine with preclick components as capping groups

A systematic study of the influence of mesoscale structuring on the kinetics of a chemical reaction

How many surface atoms in Co3O4 take part in oxygen evolution? Isotope labeling together with differential electrochemical mass spectrometry

Probing the solvation structure and dynamics in ionic liquids by time-resolved infrared spectroscopy of 4-(dimethylamino)benzonitrile

Self-assembled bundled TiO2 nanowire arrays encapsulated with indium tin oxide for broadband absorption in plasmonic photocatalysis

Exploring coherent electron excitation and migration dynamics by electron diffraction with ultrashort X-ray pulses

Relativistic effects at the Cu2O2 core – a density functional theory study

こちらもおすすめ

間溴苯甲酰腈の市場動向や研究トレンドはどうですか？

去磺基萝卜硫苷とは何ですか？

Methyl 2-amino-5-(trifluoromethyl)benzoateに適用される法規ガイドラインは何ですか？

3-ブロモ-1,3,4,5-四水化-2H-1-ベンザアゼピン-2-オンは安全ですか？

三氟甲基ピリジン-2-甲アミン塩酸塩は安全ですか？

1-エチル-4-(4-硝基フェニル)ピペリジンは安全ですか？

1,1-ジメトキシプロパン-2-オンは安全ですか？

コバルト(II) 3,3'-{[(1S,2S)-1,2-ジメチルフENCYCLICALE-1,2-エチエンジイル]ビス[ニトロリルメチルイリデン]}ビス[4-オキソ-2-ペンテン-2-olate]について「に適用される法規ガイドラインは何ですか？

「カーバミル酸, N-[8-[[2-[[2-(2,6-ジオキソ-3-ピペリジニル)-2,3-ジオキソ-1,3-ジヒドロ-1H-イソイソインドール-4-イルオキシ]アセチル]アミノ]オクチル]-1,1-ジメチレチルエステル」はどのように保存すればよいですか？

FMoc-D-4-Aph(tBu-CbM)-OHはどのように保存すればよいですか？

掲載誌

Organic & Biomolecular Chemistry

おすすめ化合物

5-Bromo-6-chloro-1H-indazole

1-Acetyl-1H-indole-3-carbaldehyde

1H-Pyrrole-3-carbonitrile

2,4,5-Trichloro-7H-pyrrolo[2,3-d]pyrimidine

Ethyl 5-amino-2-methylnicotinate

おすすめサプライヤー