Literature DB >> 27981721

A Stereoconvergent Cyclopropanation Reaction of Styrenes.

Ana M Del Hoyo1, Ana G Herraiz1, Marcos G Suero1.   

Abstract

The first stereoconvergent cyclopropanation reaction by means of photoredox catalysis using diiodomethane as the methylene source is described. This transformation exhibits broad functional group tolerance and it is characterized by an excellent stereocontrol en route to trans-cyclopropanes regardless of whether E- or Z-styrene substrates were utilized.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  carbenoids; catalysis; cyclopropanation; photoredox catalysis; radicals

Year:  2016        PMID： 27981721     DOI： 10.1002/anie.201610924

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


  11 in total

1.  Radical Cation Cyclopropanations via Chromium Photooxidative Catalysis.

Authors:  Francisco J Sarabia; Eric M Ferreira
Journal:  Org Lett       Date:  2017-05-12       Impact factor: 6.005

2.  Photocatalyzed Diastereoselective Isomerization of Cinnamyl Chlorides to Cyclopropanes.

Authors:  Bin Xu; Ludovic Troian-Gautier; Ryan Dykstra; Robert T Martin; Osvaldo Gutierrez; Uttam K Tambar
Journal:  J Am Chem Soc       Date:  2020-03-19       Impact factor: 15.419

3.  Metalloradical activation of α-formyldiazoacetates for the catalytic asymmetric radical cyclopropanation of alkenes.

Authors:  Xue Xu; Yong Wang; Xin Cui; Lukasz Wojtas; X Peter Zhang
Journal:  Chem Sci       Date:  2017-03-31       Impact factor: 9.825

4.  Stereoselective cis-Vinylcyclopropanation via a Gold(I)-Catalyzed Retro-Buchner Reaction under Mild Conditions.

Authors:  Bart Herlé; Philipp M Holstein; Antonio M Echavarren
Journal:  ACS Catal       Date:  2017-04-18       Impact factor: 13.084

5.  Regioselective Simmons-Smith-type cyclopropanations of polyalkenes enabled by transition metal catalysis.

Authors:  Jacob Werth; Christopher Uyeda
Journal:  Chem Sci       Date:  2018-01-02       Impact factor: 9.825

6.  Visible light-induced photocatalytic C-H ethoxycarbonylmethylation of imidazoheterocycles with ethyl diazoacetate.

Authors:  Suvam Bhattacharjee; Sudip Laru; Sadhanendu Samanta; Mukta Singsardar; Alakananda Hajra
Journal:  RSC Adv       Date:  2020-07-28       Impact factor: 4.036

7.  Cu-catalyzed cross-coupling reactions of vinyl epoxide with organoboron compounds: access to homoallylic alcohols.

Authors:  Xiao-Yu Lu; Jin-Song Li; Jin-Yu Wang; Shi-Qun Wang; Yue-Ming Li; Yu-Jing Zhu; Ran Zhou; Wen-Jing Ma
Journal:  RSC Adv       Date:  2018-12-12       Impact factor: 4.036

8.  Iodine-catalyzed diazo activation to access radical reactivity.

Authors:  Pan Li; Jingjing Zhao; Lijun Shi; Jin Wang; Xiaodong Shi; Fuwei Li
Journal:  Nat Commun       Date:  2018-05-17       Impact factor: 14.919

9.  Synthesis of Functionalized Cyclopropanes from Carboxylic Acids by a Radical Addition-Polar Cyclization Cascade.

Authors:  Chao Shu; Riccardo S Mega; Björn J Andreassen; Adam Noble; Varinder K Aggarwal
Journal:  Angew Chem Int Ed Engl       Date:  2018-10-25       Impact factor: 15.336

10.  A transition-metal-free & diazo-free styrene cyclopropanation.

Authors:  Ana G Herraiz; Marcos G Suero
Journal:  Chem Sci       Date:  2019-08-28       Impact factor: 9.825
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