Literature DB >> 22065613

Taming the Friedel-Crafts reaction: organocatalytic approach to optically active 2,3-dihydrobenzofurans.

Łukasz Albrecht1, Lars Krogager Ransborg, Vibeke Lauridsen, Mette Overgaard, Theo Zweifel, Karl Anker Jørgensen.   

Abstract

Fine-tuning: Three types of optically active trans-2,3-disubstituted-2,3-dihydrobenzofurans having three contiguous stereogenic centers can be efficiently accessed by one-pot reaction cascades (see scheme; TMS = trimethylsilyl). High substitution diversity of the final products can be achieved from the same common precursors by fine-tuning of their reactivity through simple structural modifications.
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2011        PMID: 22065613     DOI: 10.1002/anie.201105819

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  4 in total

1.  Stereodivergent organocatalytic intramolecular Michael addition/lactonization for the asymmetric synthesis of substituted dihydrobenzofurans and tetrahydrofurans.

Authors:  Dorine Belmessieri; Alix de la Houpliere; Ewen D D Calder; James E Taylor; Andrew D Smith
Journal:  Chemistry       Date:  2014-07-02       Impact factor: 5.236

Review 2.  Synthesis of Oxygen Heterocycles via Aromatic C-O Bond Formation Using Arynes.

Authors:  Hideto Miyabe
Journal:  Molecules       Date:  2015-07-09       Impact factor: 4.411

Review 3.  Dihydronaphthofurans: synthetic strategies and applications.

Authors:  Abolfazl Olyaei; Mahdieh Sadeghpour
Journal:  RSC Adv       Date:  2020-02-05       Impact factor: 4.036

4.  K3PO4-promoted domino reactions: diastereoselective synthesis of trans-2,3-dihydrobenzofurans from salicyl N-tert-butanesulfinyl imines and sulfur ylides.

Authors:  Minxuan Zhang; Tianyu Lu; Yun Zhao; Guixian Xie; Zhiwei Miao
Journal:  RSC Adv       Date:  2019-04-16       Impact factor: 4.036

  4 in total

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