Literature DB >> 28339217

Tandem Spirocyclopropanation/Rearrangement Reaction of Vinyl p-Quinone Methides with Sulfonium Salts: Synthesis of Spirocyclopentenyl p-Dienones.

Xiang-Zhi Zhang1, Yu-Hua Deng1,2, Kang-Ji Gan1, Xu Yan1, Ke-Yin Yu1, Fang-Xin Wang1, Chun-An Fan1,3.   

Abstract

A novel base-mediated tandem spirocyclopropanation/rearrangement reaction of vinyl p-quinone methides (p-VQMs) with sulfonium salts is described. The unprecedented reactivity of p-VQMs was explored for the first time in the spiroannulation cascade, providing a stereoselective approach to the construction of synthetically interesting, densely functionalized spirocyclopentenyl p-dienones.

Entities:  

Year:  2017        PMID： 28339217     DOI： 10.1021/acs.orglett.7b00516

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


  4 in total

1.  CF3-Containing para-Quinone Methides for Organic Synthesis.

Authors:  Michael Winter; Roman Schütz; Andreas Eitzinger; Armin R Ofial; Mario Waser
Journal:  European J Org Chem       Date:  2020-03-06

2.  One-pot synthesis of indoles and quinolinones from ortho-tosylaminophenyl-substituted para-quinone methides.

Authors:  Junwei Wang; Xiang Pan; Quanjin Rong; Lei Zhao; Lin Zhao; Weichen Dai; Kun Zhao; Lihong Hu
Journal:  RSC Adv       Date:  2020-09-10       Impact factor: 4.036

3.  Formal (4+1)-Cyclization of Ammonium Ylides with Vinylogous para-Quinone Methides.

Authors:  Lukas Roiser; Katharina Zielke; Mario Waser
Journal:  Synthesis (Stuttg)       Date:  2018-09-05       Impact factor: 3.157

4.  Electrophilic Reactivities of Vinyl p-Quinone Methides.

Authors:  Andreas Eitzinger; Robert J Mayer; Nathalie Hampel; Peter Mayer; Mario Waser; Armin R Ofial
Journal:  Org Lett       Date:  2020-03-02       Impact factor: 6.005
  4 in total

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