Literature DB >> 30296831

One-Pot Double [3 + 2] Cycloadditions for Diastereoselective Synthesis of Pyrrolidine-Based Polycyclic Systems.

Xiaofeng Zhang1, Weiqi Qiu1, Xiaoming Ma1,2, Jason Evans1, Manpreet Kaur3, Jerry P Jasinski3, Wei Zhang1.   

Abstract

Sequential inter- and intramolecular [3 + 2] cycloadditions of azomethine ylides are developed for the one-pot and diastereoselective synthesis of highly condensed heterocyclic systems containing pyrrolidine and up to seven stereocenters. It has high synthetic efficiency and operational simplicity, and only water was generated as a byproduct.

Entities:  

Year:  2018        PMID: 30296831     DOI: 10.1021/acs.joc.8b02046

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 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

3.  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

Review 4.  Recent developments in one-pot stepwise synthesis (OPSS) of small molecules.

Authors:  Xiaoming Ma; Wei Zhang
Journal:  iScience       Date:  2022-08-27
  4 in total

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