Literature DB >> 27879031

Combining Organocatalysis and Lanthanide Catalysis: A Sequential One-Pot Quadruple Reaction Sequence/Hetero-Diels-Alder Asymmetric Synthesis of Functionalized Tricycles.

Simon Dochain1, Fabrizio Vetica1, Rakesh Puttreddy2, Kari Rissanen2, Dieter Enders1.   

Abstract

A stereoselective one-pot synthesis of functionalized complex tricyclic polyethers has been achieved using the combination of secondary amine and lanthanide catalysis. This one-pot quadruple reaction/Hetero-Diels-Alder sequence gave good yields (per step) as well as excellent diastereo- and enantioselectivities. Furthermore, the particular combination of lanthanide complexes with organocatalysis is one of the first examples described for sequential catalysis.
© 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric catalysis; heterocycles; lanthanides; organocatalysis; synthetic methods

Year:  2016        PMID： 27879031     DOI： 10.1002/anie.201610196

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


  5 in total

1.  Harnessing Noncovalent Interactions in Dual-Catalytic Enantioselective Heck-Matsuda Arylation.

Authors:  Yernaidu Reddi; Cheng-Che Tsai; Carolina M Avila; F Dean Toste; Raghavan B Sunoj
Journal:  J Am Chem Soc       Date:  2018-12-28       Impact factor: 15.419

2.  Tandem grinding reactions involving aldol condensation and Michael addition in sequence for synthesis of 3,4,5-trisubstituted isoxazoles.

Authors:  Xiao-Mu Hu; Hai Dong; Yue-Dan Li; Ping Huang; Zhuang Tian; Ping-An Wang
Journal:  RSC Adv       Date:  2019-09-04       Impact factor: 4.036

3.  Identification of rapid access to polycyclic systems via a base-catalyzed cascade cyclization reaction and their biological evaluation.

Authors:  Taotao Ling; Victor Hadi; John Bollinger; Fatima Rivas
Journal:  Bioorg Chem       Date:  2020-04-18       Impact factor: 5.275

4.  Stereoselective Synthesis of Spiro-Decalin Oxindole Derivatives via Sequential Organocatalytic Michael-Domino Michael/Aldol Reaction.

Authors:  Leonardo Straminelli; Francesco Vicentini; Antonio Di Sabato; Carmela Maria Montone; Chiara Cavaliere; Kari Rissanen; Francesca Leonelli; Fabrizio Vetica
Journal:  J Org Chem       Date:  2022-07-25       Impact factor: 4.198

5.  Electrochemical Bottom-Up Synthesis of Chiral Carbon Dots from L-Proline and Their Application as Nano-Organocatalysts in a Stereoselective Aldol Reaction.

Authors:  Martina Bortolami; Ingrid Izabela Bogles; Cecilia Bombelli; Fabiana Pandolfi; Marta Feroci; Fabrizio Vetica
Journal:  Molecules       Date:  2022-08-12       Impact factor: 4.927
  5 in total

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