Literature DB >> 30883128

Double 1,3-Dipolar Cycloadditions of Two Nonstabilized Azomethine Ylides for Polycyclic Pyrrolidines.

Xiaofeng Zhang1, Weiqi Qiu1, Jason Evans1, Manpreet Kaur2, Jerry P Jasinski2, Wei Zhang1.   

Abstract

Nonstabilized azomethine ylides derived from decarboxylation of oxazolidin-5-ones were used for double 1,3-dipolar cycloadditions in diastereoselective synthesis of pyrrolidine-containing tetracyclic compounds. This is the first example of one-pot and five-component reactions involving two nonstabilized azomethine ylides. Only CO2 and water were generated as byproducts.

Entities:  

Year:  2019        PMID: 30883128     DOI: 10.1021/acs.orglett.9b00487

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Three-Component [3+2] Cycloaddition for Regio- and Diastereoselective Synthesis of Spirooxindole-Pyrrolidines.

Authors:  Xiaofeng Zhang; Miao Liu; Desheng Zhan; Manpreet Kaur; Jerry P Jasinski; Wei Zhang
Journal:  New J Chem       Date:  2022-01-20       Impact factor: 3.925

2.  Synthesis of pyrrolidinedione-fused hexahydropyrrolo[2,1-a]isoquinolines via three-component [3 + 2] cycloaddition followed by one-pot N-allylation and intramolecular Heck reactions.

Authors:  Xiaoming Ma; Suzhi Meng; Xiaofeng Zhang; Qiang Zhang; Shenghu Yan; Yue Zhang; Wei Zhang
Journal:  Beilstein J Org Chem       Date:  2020-06-04       Impact factor: 2.883

Review 3.  Recent Developments on Five-Component Reactions.

Authors:  Xiaoming Ma; Sanjun Zhi; Wei Zhang
Journal:  Molecules       Date:  2021-04-01       Impact factor: 4.411

  3 in total

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