Literature DB >> 30383041

Convenient synthesis of novel macrocyclic urethanes: alkoxycarbonylation of amines and ring-closing metathesis strategy.

Arun K Ghosh1, Khaja Azhar Hussain1.   

Abstract

Alkoxycarbonylation of amines followed by ring-closing metathesis of the resulting dienes with Grubbs catalyst (25-50 mol%) provided convenient access to 14-16 membered macrocyclic urethanes in very good yields. 0 1998 Elsevier Science Ltd. All rights reserved.

Entities:  

Year:  1998        PMID: 30383041      PMCID: PMC6196740          DOI: 10.1016/S0040-4039(98)00153-1

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


  7 in total

1.  Asymmetric Aldol-Ring-Closing Metathesis Strategy for the Enantioselective Construction of Six- to Nine-Membered Oxygen Heterocycles.

Authors:  Michael T Crimmins; Allison L Choy
Journal:  J Org Chem       Date:  1997-10-31       Impact factor: 4.354

2.  N,N'-Disuccinimidyl Carbonate: A Useful Reagent for Alkoxycarbonylation of Amines.

Authors:  Arun K Ghosh; Tien T Duong; Sean P McKee; Wayne J Thompson
Journal:  Tetrahedron Lett       Date:  2001-03-09       Impact factor: 2.415

3.  Structure-based design of HIV-1 protease inhibitors: replacement of two amides and a 10 pi-aromatic system by a fused bis-tetrahydrofuran.

Authors:  A K Ghosh; W J Thompson; P M Fitzgerald; J C Culberson; M G Axel; S P McKee; J R Huff; P S Anderson
Journal:  J Med Chem       Date:  1994-08-05       Impact factor: 7.446

4.  Nonpeptidal P2 ligands for HIV protease inhibitors: structure-based design, synthesis, and biological evaluation.

Authors:  A K Ghosh; J F Kincaid; D E Walters; Y Chen; N C Chaudhuri; W J Thompson; C Culberson; P M Fitzgerald; H Y Lee; S P McKee; P M Munson; T T Duong; P L Darke; J A Zugay; W A Schleif; M G Axel; J Lin; J R Huff
Journal:  J Med Chem       Date:  1996-08-16       Impact factor: 7.446

5.  Synthesis of epothilones A and B in solid and solution phase.

Authors:  K C Nicolaou; N Winssinger; J Pastor; S Ninkovic; F Sarabia; Y He; D Vourloumis; Z Yang; T Li; P Giannakakou; E Hamel
Journal:  Nature       Date:  1997-05-15       Impact factor: 49.962

6.  The development of cyclic sulfolanes as novel and high-affinity P2 ligands for HIV-1 protease inhibitors.

Authors:  A K Ghosh; H Y Lee; W J Thompson; C Culberson; M K Holloway; S P McKee; P M Munson; T T Duong; A M Smith; P L Darke
Journal:  J Med Chem       Date:  1994-04-15       Impact factor: 7.446

7.  3-Tetrahydrofuran and pyran urethanes as high-affinity P2-ligands for HIV-1 protease inhibitors.

Authors:  A K Ghosh; W J Thompson; S P McKee; T T Duong; T A Lyle; J C Chen; P L Darke; J A Zugay; E A Emini; W A Schleif
Journal:  J Med Chem       Date:  1993-01-22       Impact factor: 7.446

  7 in total
  1 in total

1.  RING-CLOSING METATHESIS STRATEGY TO UNSATURATED γ- AND δ-LACTONES: SYNTHESIS OF HYDROXYETHYLENE ISOSTERE FOR PROTEASE INHIBITORS.

Authors:  Arun K Ghosh; John Cappiello; Dongwoo Shin
Journal:  Tetrahedron Lett       Date:  1998-06-25       Impact factor: 2.415

  1 in total

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