Literature DB >> 23340596

A mild method for generation of o-quinone methides under basic conditions. The facile synthesis of trans-2,3-dihydrobenzofurans.

Mu-Wang Chen1, Liang-Liang Cao, Zhi-Shi Ye, Guo-Fang Jiang, Yong-Gui Zhou.   

Abstract

A novel and efficient method for the generation of o-quinone methide intermediates was developed from the readily available 2-tosylalkylphenols under the mild basic conditions, and their reactions with sulfur ylides were investigated for the stereoselective synthesis of trans-2,3-dihydrobenzofurans.

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Year:  2013        PMID： 23340596     DOI： 10.1039/c3cc37800d

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  12 in total

Review 1.  Chemoenzymatic Total Synthesis of Natural Products.

Authors:  Suman Chakrabarty; Evan O Romero; Joshua B Pyser; Jessica A Yazarians; Alison R H Narayan
Journal:  Acc Chem Res       Date:  2021-02-18       Impact factor: 22.384

2.  The domestication of ortho-quinone methides.

Authors:  Wen-Ju Bai; Jonathan G David; Zhen-Gao Feng; Marisa G Weaver; Kun-Liang Wu; Thomas R R Pettus
Journal:  Acc Chem Res       Date:  2014-12-03       Impact factor: 22.384

3.  Formal (4 + 1)-Addition of Allenoates to o-Quinone Methides.

Authors:  Katharina Zielke; Mario Waser
Journal:  Org Lett       Date:  2018-01-19       Impact factor: 6.005

4.  Asymmetric Synthesis of 2,3-Dihydrobenzofurans by a [4+1] Annulation Between Ammonium Ylides and In Situ Generated o-Quinone Methides.

Authors:  Nicole Meisinger; Lukas Roiser; Uwe Monkowius; Markus Himmelsbach; Raphaël Robiette; Mario Waser
Journal:  Chemistry       Date:  2017-03-27       Impact factor: 5.236

5.  Enantioselective Spirocyclopropanation of para-Quinone Methides Using Ammonium Ylides.

Authors:  Lukas Roiser; Mario Waser
Journal:  Org Lett       Date:  2017-04-20       Impact factor: 6.005

6.  Ammonium Ylide Mediated Cyclization Reactions.

Authors:  Lukas Roiser; Katharina Zielke; Mario Waser
Journal:  Asian J Org Chem       Date:  2018-03-25       Impact factor: 3.319

7.  Straightforward Synthesis of Bifunctional Phosphorus Phenols via Phosphination of In Situ Generated o-Quinone Methides.

Authors:  Zhangpei Chen; Qinglong Shi; Gongshu Wang; Siwen Chen; Jianshe Hu
Journal:  Molecules       Date:  2018-05-23       Impact factor: 4.411

Review 8.  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

9.  Enantioselective Catalytic [4+1]-Cyclization of ortho-Hydroxy-para-Quinone Methides with Allenoates.

Authors:  Katharina Zielke; Ondřej Kováč; Michael Winter; Jiří Pospíšil; Mario Waser
Journal:  Chemistry       Date:  2019-05-21       Impact factor: 5.236

10.  Phosphine-mediated enantioselective [1 + 4]-annulation of Morita-Baylis-Hillman carbonates with 2-enoylpyridines.

Authors:  Tao Wang; Pengfei Zhang; Wenjun Li; Pengfei Li
Journal:  RSC Adv       Date:  2018-12-12       Impact factor: 3.361
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