Literature DB >> 24911621

Asymmetric synthesis of functionalized dihydronaphthoquinones containing quaternary carbon centers via a metal-free catalytic intramolecular acylcyanation of activated alkenes.

Zhe Zhuang1, Zhi-Peng Hu, Wei-Wei Liao.   

Abstract

A novel metal-free catalytic annulation was developed through a Lewis base-catalyzed asymmetric allylic alkylation and the ensuing unprecedented asymmetric intramolecular acylcyanation of alkenes. This protocol provides a unique and facile access to prepare enantioenriched densely functionalized dihydronaphthoquinones accompanied by enantiomerically pure 3,3-disubstituted phthalides bearing quaternary carbon centers.

Entities:  

Year:  2014        PMID: 24911621     DOI: 10.1021/ol501427h

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

Review 1.  Recent advancements in synthetic methodologies of 3-substituted phthalides and their application in the total synthesis of biologically active natural products.

Authors:  Amardeep Awasthi; Mandeep Singh; Garima Rathee; Ramesh Chandra
Journal:  RSC Adv       Date:  2020-03-27       Impact factor: 4.036

2.  CF₃-Substituted Mollugin 2-(4-Morpholinyl)-ethyl ester as a Potential Anti-inflammatory Agent with Improved Aqueous Solubility and Metabolic Stability.

Authors:  Ki Bum Hong; Darong Kim; Bo-Kyung Kim; Seo Yeon Woo; Ji Hoon Lee; Seung-Hee Han; Gyu-Un Bae; Soosung Kang
Journal:  Molecules       Date:  2018-08-14       Impact factor: 4.411

3.  An Entry to Enantioenriched 3,3-Disubstituted Phthalides through Asymmetric Phase-Transfer-Catalyzed γ-Alkylation.

Authors:  Marina Sicignano; Rosaria Schettini; Giovanni Pierri; Maria Leda Marino; Irene Izzo; Francesco De Riccardis; Luca Bernardi; Giorgio Della Sala
Journal:  J Org Chem       Date:  2020-05-27       Impact factor: 4.354

4.  Regiodefined synthesis of brominated hydroxyanthraquinones related to proisocrinins.

Authors:  Joyeeta Roy; Tanushree Mal; Supriti Jana; Dipakranjan Mal
Journal:  Beilstein J Org Chem       Date:  2016-03-16       Impact factor: 2.883

  4 in total

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