Literature DB >> 26440135

1,6-Conjugated Addition-Mediated [2+1] Annulation: Approach to Spiro[2.5]octa-4,7-dien-6-one.

Zhenbo Yuan1, Xinxin Fang1, Xuanyi Li1, Jie Wu1, Hequan Yao1, Aijun Lin1.   

Abstract

A formal 1,6-conjugated addition-mediated [2+1] annulation to synthesize spiro[2.5]octa-4,7-dien-6-one with p-quinone methides and sulfur ylides has been described. This domino-type process was highly diastereoselective and exhibited good functional group tolerance and scalability without the use of metals and bases.

Entities:  

Year:  2015        PMID： 26440135     DOI： 10.1021/acs.joc.5b01793

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  12 in total

1.  Phenolic Oxidation Using H2O2 via in Situ Generated para-Quinone Methides for the Preparation of para-Spiroepoxydienones.

Authors:  Michael F McLaughlin; Elisabetta Massolo; Thomas A Cope; Jeffrey S Johnson
Journal:  Org Lett       Date:  2019-07-30       Impact factor: 6.005

2.  Enantioselective Phenolic α-Oxidation Using H2O2 via an Unusual Double Dearomatization Mechanism.

Authors:  Michael F McLaughlin; Elisabetta Massolo; Shubin Liu; Jeffrey S Johnson
Journal:  J Am Chem Soc       Date:  2019-01-30       Impact factor: 15.419

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.  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

5.  Synthesis of Trifluoroacetyl-Substituted Cyclopropanes Using Onium Ylides.

Authors:  Michael Winter; Christina Gaunersdorfer; Lukas Roiser; Katharina Zielke; Uwe Monkowius; Mario Waser
Journal:  European J Org Chem       Date:  2018-01-22

6.  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

7.  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

8.  Diastereoselective Synthesis of Spirocyclopropanes under Mild Conditions via Formal [2 + 1] Cycloadditions Using 2,3-Dioxo-4-benzylidene-pyrrolidines.

Authors:  Yi Li; Qing-Zhu Li; Li Huang; Hong Liang; Kai-Chuan Yang; Hai-Jun Leng; Yue Liu; Xu-Dong Shen; Xiao-Jun Gou; Jun-Long Li
Journal:  Molecules       Date:  2017-02-22       Impact factor: 4.411

9.  Selective sulfonylation and isonitrilation of para-quinone methides employing TosMIC as a source of sulfonyl group or isonitrile group.

Authors:  Chuanhua Qu; Run Huang; Yong Li; Tong Liu; Yuan Chen; Guiting Song
Journal:  Beilstein J Org Chem       Date:  2021-12-02       Impact factor: 2.883

10.  Protecting group-directed annulations of tetra-substituted oxindole olefins and sulfur ylides: regio- and chemoselective synthesis of cyclopropane- and dihydrofuran-fused spirooxindoles.

Authors:  Jing-Wen Kang; Xiang Li; Fei-Yu Chen; Yuan Luo; Shu-Cang Zhang; Bin Kang; Cheng Peng; Xu Tian; Bo Han
Journal:  RSC Adv       Date:  2019-04-17       Impact factor: 4.036
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