Literature DB >> 25034665

Recent advances in the catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides.

Javier Adrio1, Juan C Carretero.   

Abstract

Catalytic asymmetric 1,3-dipolar cycloadditions of azomethine ylides have turned out to be one of the most efficient methods for the preparation of enantioenriched pyrrolidines. The past decade has witnessed the development of a bunch of well-defined catalytic systems capable of affording excellent diastereo and enantioselectivities. Recently, a great effort has been focused on expanding the scope of the cycloaddition with regard to both reaction partners. In this review, we will discuss important advances that have been reported in this area since 2011.

Entities:  

Year:  2014        PMID: 25034665     DOI: 10.1039/c4cc04381b

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  17 in total

Review 1.  Catalytic asymmetric cycloaddition reactions of enoldiazo compounds.

Authors:  Kostiantyn O Marichev; Michael P Doyle
Journal:  Org Biomol Chem       Date:  2019-04-24       Impact factor: 3.876

2.  Successive Nucleophilic and Electrophilic Allylation for the Catalytic Enantioselective Synthesis of 2,4-Disubstituted Pyrrolidines.

Authors:  Guoshun Luo; Ming Xiang; Michael J Krische
Journal:  Org Lett       Date:  2019-02-28       Impact factor: 6.005

3.  Decarboxylative Annulation of α-Amino Acids with β-Ketoaldehydes.

Authors:  Anirudra Paul; N R Thimmegowda; Thiago Galani Cruz; Daniel Seidel
Journal:  Org Lett       Date:  2018-01-12       Impact factor: 6.005

4.  Catalytic Enantioselective [3 + 2] Cycloaddition of α-Keto Ester Enolates and Nitrile Oxides.

Authors:  Samuel L Bartlett; Yoshihiro Sohtome; Daisuke Hashizume; Peter S White; Miki Sawamura; Jeffrey S Johnson; Mikiko Sodeoka
Journal:  J Am Chem Soc       Date:  2017-06-15       Impact factor: 15.419

5.  Design and Synthesis of Pyrrolidine-based Fragments That Sample Three-dimensional Molecular Space.

Authors:  Philip Garner; Philip B Cox; Upendra Rathnayake; Nicholas Holloran; Paul Erdman
Journal:  ACS Med Chem Lett       Date:  2019-04-12       Impact factor: 4.345

6.  Aziridinium Ylides: Underutilized Intermediates for Complex Amine Synthesis.

Authors:  Hillary J Dequina; Jennifer M Schomaker
Journal:  Trends Chem       Date:  2020-09-02

7.  Condensation-Based Methods for the C-H Bond Functionalization of Amines.

Authors:  Weijie Chen; Daniel Seidel
Journal:  Synthesis (Stuttg)       Date:  2021-09-02       Impact factor: 3.157

8.  A Redox Auxiliary Strategy for Pyrrolidine Synthesis via Photocatalytic [3+2] Cycloaddition.

Authors:  Adrian G Amador; Evan M Sherbrook; Tehshik P Yoon
Journal:  Asian J Org Chem       Date:  2019-03-21       Impact factor: 3.319

9.  Rh-Catalyzed Aziridine Ring Expansions to Dehydropiperazines.

Authors:  Hillary J Dequina; Josephine Eshon; William T Raskopf; Israel Fernández; Jennifer M Schomaker
Journal:  Org Lett       Date:  2020-04-22       Impact factor: 6.005

10.  Development of chiral metal amides as highly reactive catalysts for asymmetric [3 + 2] cycloadditions.

Authors:  Yasuhiro Yamashita; Susumu Yoshimoto; Mark J Dutton; Shū Kobayashi
Journal:  Beilstein J Org Chem       Date:  2016-07-13       Impact factor: 2.883

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