Literature DB >> 27883141

Asymmetric cycloaddition reactions catalysed by diarylprolinol silyl ethers.

Lydia Klier1, Fernando Tur1, Pernille H Poulsen1, Karl Anker Jørgensen1.   

Abstract

Cycloaddition reactions are among the most important tools for the construction of cyclic compounds in organic synthesis, since these reactions are vital to access natural products and biologically active compounds. Organocatalysis plays an increasingly pivotal role in these reactions, often allowing several stereocenters to be selectively created and integrated in the target molecule. Among the large number of efficient types of organocatalysts available, the diarylprolinol silyl ethers have been established as one of the most frequently used in aminocatalysis allowing for novel activation modes and reaction concepts. In this review, we will focus on the different activation modes made available by the diarylprolinol silyl ether system with the aim of highlighting their applicability in asymmetric cycloadditions for the assembly of complex molecular architectures.

Entities:  

Year:  2017        PMID: 27883141     DOI: 10.1039/c6cs00713a

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  8 in total

1.  Enantioselective Crossed Photocycloadditions of Styrenic Olefins by Lewis Acid Catalyzed Triplet Sensitization.

Authors:  Zachary D Miller; Byung Joo Lee; Tehshik P Yoon
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-30       Impact factor: 15.336

2.  Spectroscopic Study of a Cinchona Alkaloid-Catalyzed Henry Reaction.

Authors:  Tatu Kumpulainen; Junhong Qian; Albert M Brouwer
Journal:  ACS Omega       Date:  2018-02-13

3.  Copper-catalyzed formylation of alkenyl C-H bonds using BrCHCl2 as a stoichiometric formylating reagent.

Authors:  Yan Bao; Gao-Yin Wang; Ya-Xuan Zhang; Kang-Jie Bian; Xi-Sheng Wang
Journal:  Chem Sci       Date:  2018-02-14       Impact factor: 9.825

4.  Iodonium salts as efficient iodine(iii)-based noncovalent organocatalysts for Knorr-type reactions.

Authors:  Sevilya N Yunusova; Alexander S Novikov; Natalia S Soldatova; Mikhail A Vovk; Dmitrii S Bolotin
Journal:  RSC Adv       Date:  2021-01-22       Impact factor: 3.361

5.  Origin of rate enhancement and asynchronicity in iminium catalyzed Diels-Alder reactions.

Authors:  Pascal Vermeeren; Trevor A Hamlin; Israel Fernández; F Matthias Bickelhaupt
Journal:  Chem Sci       Date:  2020-07-09       Impact factor: 9.825

6.  Asymmetric and Site-Selective [3 + 2]-Annulations for the Synthesis of High-Value Bicyclic Lactams.

Authors:  Dimitris Kalaitzakis; Manolis Sofiadis; Myron Triantafyllakis; Konstantinos Daskalakis; Georgios Vassilikogiannakis
Journal:  Org Lett       Date:  2018-02-08       Impact factor: 6.005

Review 7.  Advances in the Asymmetric Total Synthesis of Natural Products Using Chiral Secondary Amine Catalyzed Reactions of α,β-Unsaturated Aldehydes.

Authors:  Zhonglei Wang
Journal:  Molecules       Date:  2019-09-19       Impact factor: 4.411

8.  Enantiodivergent [4+2] Cycloaddition of Dienolates by Polyfunctional Lewis Acid/Zwitterion Catalysis.

Authors:  Vukoslava Miskov-Pajic; Felix Willig; Daniel M Wanner; Wolfgang Frey; René Peters
Journal:  Angew Chem Int Ed Engl       Date:  2020-08-28       Impact factor: 15.336

  8 in total

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