Literature DB >> 30422132

TiCl4 Promoted Three Component Coupling Reaction : A New Method for the Synthesis of Functionalized Tetrahydrofurans and Tetrahydropyrans.

Arun K Ghosh1, Reiko Kawahama1.   

Abstract

TiC14 promoted coupling of ethyl glyoxylate and dihydrofuran or dihydropyran provided oxonium ion intermediates which upon reaction with a nucleophilic trapping agent such as allyltrimethylsilane provided 2,3-disubstituted tetrahydrofurans and pyrans in good yields. The overall protocol constitutes an efficient three component coupling reaction in one pot.

Entities:  

Year:  1999        PMID: 30422132      PMCID: PMC6226096          DOI: 10.1016/S0040-4039(98)02633-1

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  1 in total

1.  Potent HIV protease inhibitors: the development of tetrahydrofuranylglycines as novel P2-ligands and pyrazine amides as P3-ligands.

Authors:  A K Ghosh; W J Thompson; M K Holloway; S P McKee; T T Duong; H Y Lee; P M Munson; A M Smith; J M Wai; P L Darke
Journal:  J Med Chem       Date:  1993-08-06       Impact factor: 7.446

  1 in total
  2 in total

1.  TiC14 promoted three component coupling reaction: an efficient method for the substituted tetrahydropyrilidene acetates.

Authors:  Arun K Ghosh; Reiko Kawahama
Journal:  Tetrahedron Lett       Date:  1999-07-29       Impact factor: 2.415

2.  Nature Inspired Molecular Design: Stereoselective Synthesis of Bicyclic and Polycyclic Ethers for Potent HIV-1 Protease Inhibitors.

Authors:  Arun K Ghosh; Margherita Brindisi
Journal:  Asian J Org Chem       Date:  2018-06-08       Impact factor: 3.319

  2 in total

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