Literature DB >> 20449255

Highly diastereoselective synthesis of modified nucleosides via an asymmetric multicomponent reaction.

Arun K Ghosh1, Jorden Kass.   

Abstract

We have developed a practical synthesis of unique nucleoside derivatives via TiCl(4) promoted multicomponent reaction of optically active dihydrofuran, ethyl pyruvate/glyoxylate, and a TMS protected nucleobase in a single-pot operation.

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Year:  2010        PMID： 20449255      PMCID： PMC6037177          DOI： 10.1039/b924807b

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


  9 in total

1.  A general synthesis of N-glycosides. I. Synthesis of pyrimidine nucleosides.

Authors:  U Niedballa; H Vorbrüggen
Journal:  J Org Chem       Date:  1974-12-13       Impact factor: 4.354

2.  Highly diastereoselective synthesis of nucleoside adducts from the carcinogenic benzo[a]pyrene diol epoxide and a computational analysis.

Authors:  Mahesh K Lakshman; John C Keeler; Felix N Ngassa; John H Hilmer; Padmanava Pradhan; Barbara Zajc; Kathryn A Thomasson
Journal:  J Am Chem Soc       Date:  2007-01-10       Impact factor: 15.419

3.  A general synthesis of N-glycosides. V. Synthesis of 5-azacytidines.

Authors:  U Niedballa; H Vorbrüggen
Journal:  J Org Chem       Date:  1974-12-13       Impact factor: 4.354

4.  Asymmetric multicomponent reactions: diastereoselective synthesis of substituted pyrrolidines and prolines.

Authors:  Arun K Ghosh; Sarang Kulkarni; Chun-Xiao Xu; Phillip E Fanwick
Journal:  Org Lett       Date:  2006-09-28       Impact factor: 6.005

Review 5.  Molecular targets for AIDS therapy.

Authors:  H Mitsuya; R Yarchoan; S Broder
Journal:  Science       Date:  1990-09-28       Impact factor: 47.728

6.  Copper-catalyzed asymmetric [4+1] cycloadditions of enones with diazo compounds to form dihydrofurans.

Authors:  Sunghee Son; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2007-02-07       Impact factor: 15.419

7.  TiCl4-promoted multicomponent reaction: a new entry to functionalized alpha-amino acids.

Authors:  Arun K Ghosh; Chun-Xiao Xu; Sarang S Kulkarni; Donald Wink
Journal:  Org Lett       Date:  2005-01-06       Impact factor: 6.005

Review 8.  5-fluorouracil: mechanisms of action and clinical strategies.

Authors:  Daniel B Longley; D Paul Harkin; Patrick G Johnston
Journal:  Nat Rev Cancer       Date:  2003-05       Impact factor: 60.716

9.  The efficacy of azidothymidine (AZT) in the treatment of patients with AIDS and AIDS-related complex. A double-blind, placebo-controlled trial.

Authors:  M A Fischl; D D Richman; M H Grieco; M S Gottlieb; P A Volberding; O L Laskin; J M Leedom; J E Groopman; D Mildvan; R T Schooley
Journal:  N Engl J Med       Date:  1987-07-23       Impact factor: 91.245
  9 in total
  5 in total

1.  TiCl4-promoted tandem carbonyl or imine addition and Friedel-Crafts cyclization: synthesis of benzo-fused oxabicyclooctanes and nonanes.

Authors:  Arun K Ghosh; Cuthbert D Martyr; Chun-Xiao Xu
Journal:  Org Lett       Date:  2012-04-04       Impact factor: 6.005

2.  A stereoselective synthesis of (-)-viridiofungin A utilizing a TiCl(4)-promoted asymmetric multicomponent reaction.

Authors:  Arun K Ghosh; Jorden Kass
Journal:  Org Lett       Date:  2011-12-23       Impact factor: 6.005

3.  Capturing the essence of organic synthesis: from bioactive natural products to designed molecules in today's medicine.

Authors:  Arun K Ghosh
Journal:  J Org Chem       Date:  2010-10-11       Impact factor: 4.354

4.  Selective inhibition of the West Nile virus methyltransferase by nucleoside analogs.

Authors:  Hui Chen; Lihui Liu; Susan A Jones; Nilesh Banavali; Jorden Kass; Zhong Li; Jing Zhang; Laura D Kramer; Arun K Ghosh; Hongmin Li
Journal:  Antiviral Res       Date:  2012-12-22       Impact factor: 5.970

Review 5.  Multicomponent reactions in nucleoside chemistry.

Authors:  Mariola Koszytkowska-Stawińska; Włodzimierz Buchowicz
Journal:  Beilstein J Org Chem       Date:  2014-07-29       Impact factor: 2.883
  5 in total

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