Literature DB >> 15624986

Asymmetric synthesis of 3-substituted isoindolinones: application to the total synthesis of (+)-lennoxamine.

Daniel L Comins1, Stefan Schilling, Yanchen Zhang.   

Abstract

An anionic chiral auxiliary mediated asymmetric alkylation of carbamate 2 provides 3-substituted isoindolinones 4 in high ee. This methodology was used in the first asymmetric synthesis of (+)-lennoxamine.

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Year:  2005        PMID: 15624986     DOI: 10.1021/ol047824w

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


  10 in total

1.  Antitumor evaluation and 3D-QSAR studies of a new series of the spiropyrroloquinoline isoindolinone/aza-isoindolinone derivatives by comparative molecular field analysis (CoMFA).

Authors:  Masoud Sadeghzadeh; Maryam Salahinejad; Nahid Zarezadeh; Mehdi Ghandi; Maryam Keshavarz Baghery
Journal:  Mol Divers       Date:  2017-08-23       Impact factor: 2.943

2.  A coupling of benzamides and donor/acceptor diazo compounds to form γ-lactams via Rh(III)-catalyzed C-H activation.

Authors:  Todd K Hyster; Kyle E Ruhl; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2013-04-02       Impact factor: 15.419

3.  Tandem C(sp3)-H Arylation/Oxidation and Arylation/Allylic Substitution of Isoindolinones.

Authors:  Jacqueline Jiménez; Byeong-Seon Kim; Patrick J Walsh
Journal:  Adv Synth Catal       Date:  2016-08-02       Impact factor: 5.837

4.  Synthesis of Functionalized Isoindolinones: Addition of In Situ Generated Organoalanes to Acyliminium Ions.

Authors:  Joshua G Pierce; David L Waller; Peter Wipf
Journal:  J Organomet Chem       Date:  2007-10-01       Impact factor: 2.369

5.  Synthesis of 3-Alkylideneisoindolin-1-ones via Sonogashira Cyclocarbonylative Reactions of 2-Ethynylbenzamides.

Authors:  Gianluigi Albano; Stefano Giuntini; Laura Antonella Aronica
Journal:  J Org Chem       Date:  2020-07-14       Impact factor: 4.354

6.  Production of benzazepine derivatives via four-component reaction of isatins: study of antioxidant activity.

Authors:  Fathali Gholami Orimi; Behrooz Mirza; Zinatossadat Hossaini
Journal:  Mol Divers       Date:  2020-06-10       Impact factor: 2.943

7.  A quadruple cascade protocol for the one-pot synthesis of fully-substituted hexahydroisoindolinones from simple substrates.

Authors:  Hong-Bo Zhang; Yong-Chun Luo; Xiu-Qin Hu; Yong-Min Liang; Peng-Fei Xu
Journal:  Beilstein J Org Chem       Date:  2016-02-11       Impact factor: 2.883

8.  Unprecedented selective homogeneous cobalt-catalysed reductive alkoxylation of cyclic imides under mild conditions.

Authors:  Jose R Cabrero-Antonino; Rosa Adam; Veronica Papa; Mattes Holsten; Kathrin Junge; Matthias Beller
Journal:  Chem Sci       Date:  2017-06-12       Impact factor: 9.825

9.  Synthesis and Spectral Characterization of Benzo-[6,7][1,5]diazocino[2,1-a]isoindol-12-(14H)-one Derivatives.

Authors:  Jatinder P Bassin; Bhavani Anagani; Christopher Benham; Madhu Goyal; Maryam Hashemian; Ute Gerhard
Journal:  Molecules       Date:  2016-07-23       Impact factor: 4.411

10.  Iridium(I)-Catalyzed Isoindolinone-Directed Branched-Selective Aromatic C-H Alkylation with Simple Alkenes.

Authors:  Maoqian Xiong; Yuhang Shu; Jie Tang; Fan Yang; Dong Xing
Journal:  Molecules       Date:  2022-03-16       Impact factor: 4.411

  10 in total

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