Literature DB >> 21842077

Highly enantioselective cascade synthesis of spiropyrazolones.

Alex Zea1, Andrea-Nekane R Alba, Andrea Mazzanti, Albert Moyano, Ramon Rios.   

Abstract

An efficient synthesis of spiropyrazolones based on organocatalysis is described. The reaction between pyrazolones, enolizable aldehydes and enals is catalyzed by secondary amine catalysts and affords the final spiro compounds bearing four contiguous chiral centers in good yields and excellent diastereo- and enantioselectivities.

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Year:  2011        PMID： 21842077     DOI： 10.1039/c1ob05753g

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  7 in total

1.  Streocontrolled construction of six vicinal stereogenic centers on spiropyrazolones via organocascade Michael/Michael/1,2-addition reactions.

Authors:  Pankaj Chauhan; Suruchi Mahajan; Charles C J Loh; Gerhard Raabe; Dieter Enders
Journal:  Org Lett       Date:  2014-05-19       Impact factor: 6.005

2.  Asymmetric synthesis of functionalized cyclohexanes bearing five stereocenters via a one-pot organocatalytic Michael-Michael-1,2-addition sequence.

Authors:  Pankaj Chauhan; Gregor Urbanietz; Gerhard Raabe; Dieter Enders
Journal:  Chem Commun (Camb)       Date:  2014-07-04       Impact factor: 6.222

3.  Organocatalytic one-pot 1,4-/1,6-/1,2-addition sequence for the stereocontrolled formation of six consecutive stereocenters.

Authors:  Pankaj Chauhan; Suruchi Mahajan; Gerhard Raabe; Dieter Enders
Journal:  Chem Commun (Camb)       Date:  2015-02-11       Impact factor: 6.222

4.  Synergistic formal ring contraction for the enantioselective synthesis of spiropyrazolones.

Authors:  Marta Meazza; Martin Kamlar; Lucie Jašíková; Bedřich Formánek; Andrea Mazzanti; Jana Roithová; Jan Veselý; Ramon Rios
Journal:  Chem Sci       Date:  2018-06-28       Impact factor: 9.825

5.  An Electrochemical Way to Generate Amphiphiles from Hydrazones for the Synthesis of 1,2,4-Triazole Scaffold Cyclic Compounds.

Authors:  Wangyu Li; Mingteng Xiong; Xiao Liang; Dungai Wang; Heping Zhu; Yuanjiang Pan
Journal:  ChemistryOpen       Date:  2022-01       Impact factor: 2.911

6.  Highly diastereoselective cascade [5 + 1] double Michael reaction, a route for the synthesis of spiro(thio)oxindoles.

Authors:  Firouz Matloubi Moghaddam; Vahid Saberi; Ashkan Karimi
Journal:  Sci Rep       Date:  2021-11-24       Impact factor: 4.379

7.  Asymmetric Synthesis of Spiropyrazolones by Sequential Organo- and Silver Catalysis.

Authors:  Daniel Hack; Alexander B Dürr; Kristina Deckers; Pankaj Chauhan; Nico Seling; Lukas Rübenach; Lucas Mertens; Gerhard Raabe; Franziska Schoenebeck; Dieter Enders
Journal:  Angew Chem Int Ed Engl       Date:  2015-12-16       Impact factor: 15.336
  7 in total

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